A General Protocol toward Oxindoles Bearing C3-Allylic Quater-nary Stereocenter via Domino Reaction:A Concise Synthesis of Heterocycle-Fused Indoline Alkaloids

扫码查看

原文链接

万方数据

外文摘要：An efficiently catalytic method toward the synthesis of indolin-2-ones featuring an allylic derived C3-quaternary stereocenter via an intramolecular Heck cyclization/Suzuki coupling of N-substituted-N-(2-bromophenyl)acrylamides and organoboron reagents was suc-cessfully developed by using a 1,3-bis(2,6-diisopropylphenyl)acenaphthoimidazol-2-ylidene(AnlPr)-ligated oxazoline palladacycle.It enabled a very broad substrate scope tolerating different functional groups,electronic properties and steric bulkiness.Notably,it re-vealed a great potential to build diverse heterocycle-fused indoline alkaloids via the same intermediate 3-allyl-1,3-dimethylindolin-2-one.

外文关键词：

C3-Allylic quaternary stereocenter3,3'-Disubstituted oxindolesDomino reactionIndoline alkaloidsMolecular diversityNitrogen heterocyclesOrganohalidesPalladacyclic N-heterocyclic carbene

作者：

Hanxiao Yang、Ruoqian Fan、Daheng Wen、Mengmeng Fan、Weiwei Fang

展开 >

作者单位：

Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources,International Innovation Center for Forest Chemicals and Materials,College of Chemical Engineering,Nanjing Forestry University,159 Longpan Road,Nanjing,Jiangsu 210037,China

Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials,Department of Chemistry,Fudan University,Shanghai 200438,China

出版年：

2024

DOI：

10.1002/cjoc.202400324

中国化学(英文版)

中国化学会上海有机化学研究所

中国化学(英文版)

CSTPCD

影响因子：0.848

ISSN：1001-604X

年,卷(期)：2024.42(20)