期刊:
JOURNAL OF ORGANIC CHEMISTRY,2017年82(5):2772-2776 ISSN:0022-3263
通讯作者:
Ding, Ming-Wu
作者机构:
[Rao, Yong; Yan, Yan-Mei; Ding, Ming-Wu] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
通讯机构:
[Ding, Ming-Wu] C;Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
摘要:
A new one-pot preparation of indoles by a Ugi-3CR/Wittig sequence has been developed. The reaction of odorless isocyanide-substituted phosphonium salt 5, aldehyde 6, and amine 7 produced the indoles 9 in 45–82% yields via a sequential Ugi-3CR/Wittig reaction in the presence of H3PO4 and solid K2CO3, respectively.
摘要:
A new one-pot and regioselective synthesis of 3,4-dihydroquinazolines by Ugi/Staudinger/aza-Wittig sequence has been developed. The Ugi-type reaction of 2-azidobenzylisocyanide, aldehyde, secondary amine and acid produced an azide intermediate, which was then treated with triphenylphosphine to give 3,4-dihydroquinazolines regioselectively in good overall yields by Staudinger/aza-Wittig reaction at room temperature.
期刊:
JOURNAL OF ORGANIC CHEMISTRY,2017年82(24):13735-13739 ISSN:0022-3263
通讯作者:
Ding, Ming-Wu
作者机构:
[Wei, Xiao; Xiong, Jun; Liu, Zi-Ming; Ding, Ming-Wu] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
通讯机构:
[Ding, Ming-Wu] C;Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
摘要:
A new one-pot preparation of polysubstituted imidazoles by a Staudinger/aza-Wittig/Ag(I)-catalyzed cyclization/isomerization has been developed. The easily accessible propargylazide derivatives reacted with triphenylphosphine, isocyanates, and amines sequentially to produce the fully substituted imidazoles in good overall yields in the presence of catalytic amount of AgNO3/DMAP.
期刊:
European Journal of Organic Chemistry,2017年2017(18):2560-2560 ISSN:1434-193X
通讯作者:
Ming-Wu Ding
作者机构:
[Mei Sun; Ming-Wu Ding] Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, 430079 Wuhan, Hubei, China;College of Materials and Chemical Engineering, China Three Gorges University, 443002 Yichang, Hubei, China;[Long Wang] Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, 430079 Wuhan, Hubei, China<&wdkj&>College of Materials and Chemical Engineering, China Three Gorges University, 443002 Yichang, Hubei, China
通讯机构:
[Ming-Wu Ding] K;Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, 430079 Wuhan, Hubei, China
作者机构:
[Guan, Zhi-Rong; Kong, Han-Han; Ding, Ming-Wu; Ren, Zhi-Lin] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, 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, Minist Educ, Wuhan 430079, Hubei, Peoples R China.
摘要:
The multifunctional odorless isocyano(triphenylphosphorany-lidene)acetate was prepared as a new stable phosphorus ylide containing isocyanide group. A new one-pot four component synthesis of multisubstituted oxazoles by a cascade Ugi/Wittig process without Mumm rearrangement has been developed, starting from the isocyano(triphenylphosphora-nylidene)acetates, aldehydes, amines and acids. Two component reactions of isocyano(triphenylphosphoranylidene)-acetates and acids also generated disubstituted oxazoles in good yields.
作者机构:
[Yan, Yan-Mei; Ding, Ming-Wu; Gao, Yun] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
通讯机构:
[Ding, Ming-Wu] C;Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
关键词:
Ugi reaction;aza-Wittig reaction;C-H activation;Benzimidazole Quinoxalin-2(1H)-one
摘要:
An efficient preparation of multisubstituted benzimidazoles and quinoxalin-2(1H)-ones by Ugi 4CC/aza-Wittig sequence was developed. The 2-azidobenzenamines, obtained from C-H activation of aromatic amine precursors, reacted with aldehydes, acids, and isocyanides to produce Ugi products, which were transformed to the benzimidazoles or quinoxalin-2(1H)-ones in moderate to good yields in further reaction with triphenylphosphine. (C) 2016 Elsevier Ltd. All rights reserved.
作者机构:
[Wang, Long; Guan, Zhi-Rong; Ding, Ming-Wu] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Wang, Long] China Three Gorges Univ, Coll Mat & Chem Engn, Yichang 443002, Hubei, Peoples R China.
通讯机构:
[Ding, Ming-Wu] C;Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
摘要:
A one-pot synthesis of 1H-isochromenes and 1,2-dihydroisoquinolines by a I-MCR/Wittig sequence was developed. The reaction of phosphonium salt 5, an acid, an amine ( or without), and an isocyanide gave the 1H-isochromenes 7 or 1,2-dihydroisoquinolines 9 in good yields by a sequential Passerini or Ugi condensation and an intramolecular Wittig reaction in the presence of K2CO3.
摘要:
A new efficient synthesis of isoquinoline-1,3(2H,4H)-diones or isoindolin-1-ones via sequential Ugi-4CR or Ugi-3CR/cyclization reaction was developed. α-Acylamino amides 5, obtained from Ugi-4CR of methyl 2-formylbenzoate, amines, isocyanates and acids, cyclized to give isoquinoline-1,3(2H,4H)-diones 6 in good yields in the presence of catalytic amount of sodium ethoxide. Ugi-3CR of methyl 2-formylbenzoate, amines and isocyanates in the presence of catalytic amount of H3PO4 produced isoindolin-1-ones 7 directly in one-pot fashion.
摘要:
N-[2-(Alkylamino)-1-(2-azidophenyl)-2-oxoethyl]-N-(3-oxoprop-1-en-2-yl)amides, obtained from the Ugi reaction of a vinyliminophosphorane, 2-azidobenzaldehyde, a carboxylic acid, and an alkyl isocyanide, reacted with triphenylphosphine to give various 3-arylidene-3H-1,4-benzodiazepine in good yields via sequential Staudinger and intramolecular aza-Wittig reaction.
期刊:
JOURNAL OF ORGANIC CHEMISTRY,2016年81(3):1263-1268 ISSN:0022-3263
通讯作者:
Ding, Ming-Wu
作者机构:
[Rao, Yong; Yan, Yan-Mei; Ding, Ming-Wu] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构:
[Ding, Ming-Wu] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
摘要:
A simple and one-pot synthesis of multisubstituted benzimidazoles by a Ugi 4CC/catalytic aza-Wittig sequence was developed. The reaction of 2-aminobenzoyl azide 2, aldehyde 3, acid 4, and isocyanide 5 produced the benzimidazoles 8 in moderate to good yields via a sequential Ugi condensation and catalytic aza-Wittig in the presence of a catalytic amount of phospholene oxide.
摘要:
A one-pot synthetic approach to isoquinolin-1(2H)-ones through a Ugi/Wittig sequence has been developed. The reaction of phosphonium salt, aldehyde, secondary amine, and isocyanide produced isoquinolin-1(2H)-ones in good yields through sequential Ugi condensation and intramolecular Wittig reaction in the presence of K<sub>2</sub>CO<sub>3</sub>.