Iridium-Catalyzed [4+3] Cyclization of ortho-Tosylaminophenyl-Substituted para-Quinone Methides with Vinylic Oxiranes/Vinyl Aziridines

被引：3
|
作者：
Wang, Junwei [1 ]
Zhao, Lin [1 ]
Li, Caihong [1 ]
Zhao, Lei [1 ]
Zhao, Kun [1 ]
Hu, Yang [1 ]
Hu, Lihong [1 ]
机构：
[1] Nanjing Univ Chinese Med, Jiangsu Key Lab Funct Subst Chinese Med, Sch Pharm, Nanjing, Peoples R China
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 10卷 / 08期
基金：
中国国家自然科学基金;
关键词：
4+3] Cyclization; para-Quinone Methides; Vinylic Oxiranes; Vinyl Aziridines; REGIOSELECTIVE 3+2 CYCLOADDITION; RING-OPENING CYCLIZATION; DIVERGENT SYNTHESIS; ENANTIOSELECTIVE CONSTRUCTION; FUNCTIONALIZED PYRROLIDINES; STEREOSPECIFIC SYNTHESIS; NITROGEN-HETEROCYCLES; ASYMMETRIC-SYNTHESIS; AZOMETHINE IMINES; ANNULATION;
D O I：
10.1002/ajoc.202100296
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An Iridium-catalyzed [4+3] cyclization of ortho-tosylaminophenyl-substituted para-quinone methides with vinylic oxiranes or vinyl aziridines has been successfully developed. In the presence of [Ir(cod)Cl](2) and a suitable base, this unprecedented cascade reaction occurs readily in good yield (up to 97%) and high diastereoselectivity (dr>20 : 1), providing a highly efficient synthetic approach to synthetically valuable seven-membered heterocyclic frameworks.
引用
收藏
页码：2152 / 2156
页数：5
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