作者机构:
[Lu Liangqiu] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;Cent China Normal Univ, Coll Chem, Wuhan 430079, Peoples R China.
通讯机构:
[Lu Liangqiu] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构:
[Lu, Liang-Qiu] C;Cent China Normal Univ, Coll Chem, Minist Educ,Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要:
The palladium-catalyzed branch- and enantioselective allylic amination of vinyl benzoxazinones was accomplished through controlling the hydrogen bond direction. This protocol provides a rapid and efficient route for synthesizing an important building block, chiral amino alkene, from widely available aliphatic amines in 64 → 99% yields with up to 99% ee. Furthermore, this transformation and the accompanying products were utilized to develop one-pot reactions through dual catalysis, affording chiral indolines with good synthetic efficiency and excellent enantiocontrol.
作者机构:
[Zhao, Yu; Xiao, Wen-Jing; Chen, Jia-Rong] Cent China Normal Univ, Key Lab Pesticides & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
通讯机构:
[Xiao, Wen-Jing] C;[Xiao, Wen-Jing] L;Cent China Normal Univ, Key Lab Pesticides & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
摘要:
A visible-light photocatalytic decarboxylative alkyl radical addition cascade reaction of acrylamide-tethered styrenes for the synthesis of benzazepine derivatives is described. This protocol features broad substrate scope, excellent functional group tolerance, and mild reaction conditions, affording the seven-membered rings in good yields. This method was also applied for efficient grafting of the benzazepine scaffold into the pharmaceutically active ursolic acid scaffold.
作者机构:
[Chen, Dong-Zhen; Xiao, Wen-Jing; Chen, Jia-Rong] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Xiao, Wen-Jing] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China.
通讯机构:
[Chen, Jia-Rong] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要:
A formal [4 + 1] annulation reaction of 3-bromooxindoles and in situ-derived 1,2-diaza-1,3-dienes in the presence of Cs2CO3 as the base has been developed for the first time. This protocol provides an efficient and mild approach for the synthesis of various biologically interesting spiropyrazoline oxindoles in generally high yields. A one-pot, three-component variant also worked smoothly to give the desired products in comparable yields.
通讯机构:
[Shi, De-Qing] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
摘要:
An efficient 1,3-dipolar cycloaddition of 3-ylideneoxindoles with in-situ-generated α-diazoketones to potentially biological active spiro[pyrazolin-3,3′-oxindoles] 4 with excellent regioselectivity and diastereoselectivity and synthetically useful building block 3-arylcarbonylmethyl substituted ylideneoxindoles 5 in different conditions has been developed. This method has advantages of mild conditions, simple workup, and wide substrate scopes as well as without using any transition metal catalyst.
期刊:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2017年139(1):63-66 ISSN:0002-7863
通讯作者:
Xiao, Wen-Jing
作者机构:
[Lu, Liang-Qiu; Xiao, Wen-Jing; Chen, Jia-Rong; Ding, Wei; Quan-Quan Zhou; Wei, Yi] Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Peoples R China.
通讯机构:
[Xiao, Wen-Jing] C;Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Peoples R China.
摘要:
A novel visible-light-responsive chiral ligand has been developed by grafting a triplet state photo sensitizer to chiral bisoxazoline ligands. Complexation of this ligand with Ni(acac)(2) results in a powerful catalyst for the asymmetric oxidation reaction of beta-ketoesters, which uses oxygen or air as the green oxidant and visible light or sunlight as the ideal driving force. Using this protocol, products containing the alpha-hydroxy-beta-dicarbonyl motif are produced in high yields and with excellent enantiopurities.
作者机构:
[Chen Jiarong] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;Cent China Normal Univ, Coll Chem, Wuhan 430079, Peoples R China.
通讯机构:
[Chen Jiarong] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
摘要:
A silver(I) and base-mediated [3 + 3]-cycloaddition reaction of in situ generated C,N-cyclic azomethine imines with in situ formed aza-oxyallyl cations is reported. This one-pot cycloaddition process shows broad substrate scope an excellent functional group tolerance and provides the corresponding biologically important isoquinoline-fused triazines in good to excellent yields.
作者:
Wang, Qiang;An, Jing;Alper, Howard;Xiao, Wen-Jing;Beauchemin, Andre M.*
期刊:
Chemical Communications,2017年53(97):13055-13058 ISSN:1359-7345
通讯作者:
Beauchemin, Andre M.
作者机构:
[Xiao, Wen-Jing; Beauchemin, Andre M.; Wang, Qiang; Alper, Howard] Cent China Normal Univ, CCNU UOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;[Beauchemin, Andre M.; Wang, Qiang; Alper, Howard; An, Jing] Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem & Biomol Sci, 10 Marie Curie, Ottawa, ON K1N 6N5, Canada.
通讯机构:
[Beauchemin, Andre M.] C;[Beauchemin, Andre M.] U;Cent China Normal Univ, CCNU UOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.;Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem & Biomol Sci, 10 Marie Curie, Ottawa, ON K1N 6N5, Canada.
摘要:
O-Substituted isocyanates (O-isocyanates) have rarely been used in organic synthesis, given their tendency to undergo side reactions (e.g., trimerization). Herein, we show that masked (blocked) O-isocyanate precursors allow one-pot or cascade reaction sequences featuring base-catalyzed substitution with 2-iodoanilines and 2-iodobenzylamines followed by copper-catalyzed cyclization, to form benzimidazolones and 3,4-dihydroquinazolin-2(1H)-ones. This work shows that O-isocyanates can serve as efficient building blocks for the synthesis of hydroxylamine-containing heterocycles.