期刊：
JOURNAL OF ORGANIC CHEMISTRY,2023年88(3):1898–1906 ISSN：0022-3263
通讯作者：
Ding, MW
作者机构：
[Ding, MW; Yang, Mao-Lin; Chen, Hao-Ran; Ding, Ming-Wu; Zhao, Long] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构：
[Ding, MW ] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Wuhan 430079, Peoples R China.
摘要：
A new efficient and stereoselective synthesis of 12-tetrazolyl substituted (E)-5H-quinazolino[3,2-a]quinazolines via sequential Ugi-azide/Staudinger/aza-Wittig/addition/Ag(I)-catalyzed cyclization was developed. The four-component reactions of 2-azidobenzaldehyde, 2-(alkynyl)benzenamine, isocyanide, and trimethylsilyl azide gave Ugi-azide intermediates, which were subsequently treated with triphenylphosphine and isocyanate to produce 12-tetrazolyl substituted (E)-5H-quinazolino[3,2-a]quinazolines in the presence of Ag(I) catalyst and K2CO3.
期刊：
JOURNAL OF ORGANIC CHEMISTRY,2023年88(3):1898-1906 ISSN：0022-3263
作者机构：
[Yang, Mao-Lin; Chen, Hao-Ran; Ding, Ming-Wu; Zhao, Long] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Wuhan 430079, Peoples R China.
摘要：
A new efficient and stereoselective synthesis of 12-tetrazolyl substituted (E)-5H-quinazolino[3,2-a]quinazolines via sequential Ugi-azide/Staudinger/aza-Wittig/addition/Ag(I)-catalyzed cyclization was developed. The four-component reactions of 2-azidobenzaldehyde, 2-(alkynyl)benzenamine, isocyanide, and trimethylsilyl azide gave Ugi-azide intermediates, which were subsequently treated with triphenylphosphine and isocyanate to produce 12-tetrazolyl substituted (E)-5H-quinazolino[3,2-a]quinazolines in the presence of Ag(I) catalyst and K(2)CO(3).
作者机构：
[Ding Mingwu; Zhao Long; Chen Haoran; Yang Maolin] Cent China Normal Univ, Key Lab Pesticide & Chem Biol Minist Educ, Wuhan 430079, Peoples R China.
关键词：
3,4-dihydroquinazoline-one;iminophosphorane;isocyanide;oxidative Ugi reaction;aza-Wittig reaction
摘要：
A new one-pot synthesis of 3,4-dihydroquinazolines by diethyl azodicarboxylate (DEAD)-promoted oxidative Ugi/ aza-Wittig reaction was developed. The reactions of iminophosphoranes 5, N-aryl-1,2,3,4-tetrahydroisoquinolines 6 and acids 7 produced 3-(tetrahydroisoquinolin-1-formyl) substituted 3,4-dihydroquinazolines 8 in moderate to good yields in the presence of DEAD by tandem oxidative Ugi/aza-Wittig reaction.
作者机构：
[Yang, Mao-Lin; Sun, Mei; Ding, Ming-Wu; Zhao, Long] Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
通讯机构：
[Ding, Ming-Wu] C;Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
关键词：
isoquinolin-1(2H)-one;oxidative Ugi reaction;Wittig reaction;(2-carboxybenzyl)triphenylphosphonium salt;1,2,3,4-tetrahydroisoquinoline
摘要：
A new one-pot synthesis of 3-(1,2,3,4-tetrahydroisoquinolin-1-yl)-isoquinolin-1(2H)-ones by DEAD-promoted oxidative Ugi–Wittig reaction was developed. The sequential reactions of (2-carboxybenzyl)triphenylphosphonium salts, isocyanides, and N-aryl-1,2,3,4-tetrahydroisoquinolines produced 3-(1,2,3,4-tetrahydroisoquinolin-1-yl)-isoquinolin-1(2H)-ones in moderate to good overall yields in the presence of DEAD and Et<sub>3</sub>N.
作者机构：
[阳茂林; 赵龙; 陈皓冉; 丁明武] Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, Wuhan, 430079, China
通讯机构：
[Ding, M.] K;Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, China
作者机构：
[Kong, Han-Han; Yang, Mao-Lin; Pan, Hong-Ling; Ding, Ming-Wu] Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
通讯机构：
[Ming-Wu Ding] K;Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Central China Normal University, Wuhan 430079, P. R. China
摘要：
A new one-pot and divergent synthesis of multisubstituted quinolin-2(1H)-ones and oxireno[2,3-c]quinolin-2(1aH,3H,7bH)-ones via sequential Ugi/Knoevenagel condensation/hydrolysis and Ugi/Corey–Chaykovsky epoxidation reactions was developed. The four-component reactions of 2-acylanilines, aldehydes, (carboxymethyl)(dimethyl)sulfonium bromides and isocyanides gave Ugi adducts, which were subsequently treated with DBU to produce polysubstituted quinolin-2(1H)-ones or oxireno[2,3-c]quinolin-2(1aH,3H,7bH)-ones in good overall yields by intramolecular Knoevenagel condensation/hydrolysis or intramolecular Corey–Chaykovsky epoxidation reactions.
摘要：
A new one-pot and divergent synthesis of multisubstituted furo[3,2-clquinolines and quinazolin-4(3H)-ones via sequential isocyanide-based three-component/Staudinger/aza-Wittig reactions was developed. The three-component reactions of dialkyl acetylenedicarboxylates, 2-azidobenzaldehydes (or 2-azidobenzoic acids) and isocyanides gave the azide intermediates, which were subsequently treated with triphenylphosphine to produce polysubstituted furo[3,2-clquinolines 6 or quinazolin-4(3H)-ones 10 in good overall yields by tandem Staudinger/aza-Wittig reactions. (C) 2020 Elsevier Ltd. All rights reserved.
作者机构：
[Mu, Zhi-Ying; Yao, Gang; Pang, Yong-Long; Xiong, Jun; Zhang, Jia-An; Shi, Hang; He, Hui-Ting; Feng, Qi-Xun] Hubei Univ Sci & Technol, Sch Pharm, Xianning 437100, Hubei, Peoples R China.;[Ding, Ming-Wu] Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Jun Xiong] S;[Ming-Wu Ding] K;Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Central China Normal University, Wuhan, Hubei, 430079 China<&wdkj&>School of Pharmacy, Hubei University of Science and Technology, Xianning, Hubei, 437100 China
摘要：
A simple one pot synthesis of polysubstituted pyrroles via ketenimine formation/Ag(I)-catalyzed alkyne cycloisomerisation has been developed. The easily accessible phosphorane ylide derivatives reacted with isocyanates, producing highly active ketenimines that were then treated with amines, which afforded substituted pyrroles by a 5-exo-dig cyclization/isomerization in the presence of a Ag(I) catalyst in good overall yields.
作者机构：
[Yu, Yan-Ling; Sun, Mei; Ding, Ming-Wu; Zhao, Long] Cent China Normal Univ, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Sun, Mei] Huainan Normal Univ, Sch Chem & Mat Engn, Huainan 232038, Peoples R China.
通讯机构：
[Ming-Wu Ding] K;Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Central China Normal University, Wuhan, 430079, PR China
关键词：
Quinazolin-4(3H)-one;Oxidative Ugi reaction;Aza-Wittig reaction;Copper catalyzed reaction;Tertiary amine
摘要：
A new one-pot preparation of polysubstituted quinazolin-4(3H)-ones by a sequential oxidative Ugi/ Staudinger/aza-Wittig reaction has been developed. The CuCl/TBHP/DMBP-mediated oxidative Ugi re-actions of tertiary amines 1, 2-azidobenzoic acids 2 and isocyanides 3 produced the azide intermediates, which were directly treated with triphenylphosphine to produce polysubstituted quinazolin-4(3H)-ones 6 in moderate to good yields. (c) 2021 Elsevier Ltd. All rights reserved.
期刊：
Journal of Chemical Research,2021年45(5-6):395-399 ISSN：1747-5198
通讯作者：
Xiao-Hua Zeng
作者机构：
[Wang, Hong-Mei; Zhu, Xiu-Lian] Hubei Univ Med, Dongfeng Hosp, Expt Ctr Med, Shiyan, Peoples R China.;[Wang, Hong-Mei; Zhu, Xiu-Lian; Chen, Qin-Hua] Shenzhen Baoan Authent TCM Therapy Hosp, Shenzhen 518101, Guangdong, Peoples R China.;[Zeng, Xiao-Hua; Wang, Hong-Mei; Zhu, Xiu-Lian] Hubei Univ Med, Sch Pharmaceut Sci, Hubei Key Lab Wudang Local Chinese Med Res, Shiyan 442000, Peoples R China.;[Ding, Ming-Wu] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
通讯机构：
[Xiao-Hua Zeng] H;Hubei Key Laboratory of Wudang Local Chinese Medicine Research, School of Pharmaceutical Sciences, Hubei University of Medicine, Shiyan, P.R. China
作者机构：
[Yu, Yan-Ling; Sun, Mei; Ding, Ming-Wu; Zhao, Long] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构：
[Ding, Ming-Wu] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Wuhan 430079, Peoples R China.
关键词：
oxidative Ugi reaction;aza-Wittig reaction;1,3,4-oxadiazole;1,2,3,4-tetrahydroisoquinoline;(N-isocyanimine)triphenylphosphorane
摘要：
A one-pot protocol for the synthesis of 5-(1,2,3,4-tetrahydroisoquinolin-1-yl)-1,3,4-oxadiazoles via DEAD-mediated oxidative Ugi/aza-Wittig reaction has been developed. The reaction of (N-isocyanimine)triphenylphosphorane, carboxylic acids, and N-aryl-1,2,3,4-tetrahydroisoquinolines produced polysubstituted 5-(1,2,3,4-tetrahydroisoquinolin-1-yl)-1,3,4-oxadiazoles directly in good yields in the presence of DEAD as an oxidant.
期刊：
JOURNAL OF ORGANIC CHEMISTRY,2021年86(15):10755-10761 ISSN：0022-3263
通讯作者：
Ming-Wu Ding
作者机构：
[Wu, Jing; Yang, Mao-Lin; Ding, Ming-Wu; Zhao, Long] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Wuhan 430079, Peoples R China.
通讯机构：
[Ming-Wu Ding] K;Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Central China Normal University, Wuhan 430079, P. R. China
摘要：
A new efficient synthesis of polysubstituted pyrazin-2(1H)-ones via the sequential Ugi/Staudinger/aza-Wittig/isomerization reaction has been developed. The four-component Ugi reactions of arylglyoxals 1, primary amines 2, α-azidovinyl acids 3, and isocyanides 4 produced the azides 5, which were treated with triphenylphosphine to give pyrazin-2(1H)-ones 6 in good yields through domino Staudinger/aza-Wittig/isomerization reactions.
摘要：
A new one-pot four-component preparation of polysubstituted thiazoles by a cascade Ugi/Wittig cyclization has been developed. The four-component reactions of the odorless isocyano(triphenylphosphoranylidene)acetates 1, aldehydes 2, amines 3 and thiocarboxylic acids 4 produced 2,4,5-trisubstituted thiazoles 5 in moderate to good yields in the presence of triethylamine. The two-component reactions between isocyano(triphenylphosphoranylidene)acetates 1 and thiocarboxylic acids 4 in the presence of triethylamine provided the corresponding 4,5-disubstituted thiazoles 6 in good yields as well. (C) 2020 Elsevier Ltd. All rights reserved.
期刊：
JOURNAL OF ORGANIC CHEMISTRY,2019年84(21):14313-14319 ISSN：0022-3263
通讯作者：
Ding, Ming-Wu
作者机构：
[Sun, Mei; Ding, Ming-Wu; Zhao, Long] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Ding, Ming-Wu] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Wuhan 430079, Hubei, Peoples R China.
摘要：
A new efficient DEAD-promoted oxidative Ugi/Wittig reaction for the preparation of 2-(1,2,3,4-tetrahydroisoquinolin-1-yl)oxazoles has been developed. The one-pot reactions of odorless isocyano(triphenylphosphoranylidene)acetates, carboxylic acids, and N-aryl-1,2,3,4-tetrahydroisoquinolines produced polysubstituted 2-(1,2,3,4-tetrahydroisoquinolin-1-yl)oxazoles directly in good yields in the presence of DEAD oxidant.
期刊：
JOURNAL OF ORGANIC CHEMISTRY,2019年84(22):14911-14918 ISSN：0022-3263
通讯作者：
He, Ping;Ding, Ming-Wu
作者机构：
[Xiao, Mi-Mi; Cai, Shuang; Yuan, Yue-Fei; He, Ping; Ren, Zhi-Lin] Hubei Univ Arts & Sci, Coll Chem Engn, Xiangyang 441053, Hubei, Peoples R China.;[Lu, Wen-Ting; Ding, Ming-Wu; Ren, Zhi-Lin] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[He, Ping] H;[Ding, Ming-Wu] C;Hubei Univ Arts & Sci, Coll Chem Engn, Xiangyang 441053, Hubei, Peoples R China.;Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
摘要：
A one-pot novel strategy is described for the construction of various oxazolo[4,5-c]quinoline derivatives starting from the isocyano(triphenylphosphoranylidene)acetates, aldehydes, amines, and 2-azidobenzoic acids. The reactions generated the target products directly in moderate to good yields via a sequential Ugi/Wittig/aza-Wittig cyclization process. The salient features of the method are that all three groups of the multifunctional isocyanides were involved in the reaction with broad substituent scopes and mild reaction conditions, making the protocol a useful contribution to the synthesis of oxazolo[4,5-c]quinoline heterocycles.
摘要：
An efficient one-pot and regioselective synthesis of 3,4-dihydroquinazolines and 4,5-dihydro-3H-1,4-benzodiazepin-3-ones by Ugi/Staudinger/aza-Wittig sequence has been developed. The Ugi reactions of 2-azidobenzylamines, aldehydes, acids (or alpha-keto acids) and isocyanides produced the azide intermediates, which were then treated with tributylphosphine or triphenylphosphine to give poly-substituted 3,4-dihydroquinazolines or 4,5-dihydro-3H-1,4-benzodiazepin-3-ones in moderate to good yields by tandem Standinger/aza-Wittig reactions. (C) 2019 Elsevier Ltd. All rights reserved.
摘要：
A new efficient and diastereoselective synthesis of multisubstituted isoindolines with two stereogenic centers via sequential Ugi/aza-Michael addition reaction was developed. Ugi-3CR of aldehydes 1, amines 2 and isocyanates 3 in the presence of catalytic amount of H3PO4 produced intermediates 4, which were then transformed to isoindolines 5 with good 1,3-trans diastereoselectivity in the presence of K2CO3 by intramolecular aza-Michael addition. Sequential Ugi-azide and aza-Michael addition reaction of aldehydes 1, amines 2 and trimethylsilyl azide 6 also produced 4-tetrazolyl substituted isoindolines 8 with good 1,3-trans diastereoselectivity in the presence of potassium carbonate. (C) 2019 Elsevier Ltd. All rights reserved.
摘要：
A new facile preparation of furan-2(3H)-ones and 2,3,5-trisubstituted furans by a sequential O-acylation/Wittig(/O-acylation) reaction has been developed. The easily accessible 2-(triphenylphosphoranylidene)-succinic acid 1-ester 3 reacted with acid chloride produced furan-2(3H)-ones 4 in good yields in the presence of DMAP via sequential 0-acylation and intramolecular Wittig reaction of acid anhydride. Subsequently, the 2,3,5-trisubstituted furans 5 were prepared from furan-2(3H)-ones 4 and diverse aryl chlorides in presence of triethylamine through further O-acylation. (C) 2019 Elsevier Ltd. All rights reserved.
