Substrate-directed chemo- and regioselective synthesis of polyfunctionalized trifluoromethylarenes via organocatalytic benzannulation

被引：22

作者：

Ji, Yan-Ling ^{[1
]}

He, Xiang-Hong ^{[1
]}

Li, Guo ^{[1
]}

Ai, Yue-Yan ^{[1
]}

Li, He-Ping ^{[1
]}

Peng, Cheng ^{[1
]}

Han, Bo ^{[1
]}

机构：

[1] Chengdu Univ Tradit Chinese Med, Sch Pharm, State Key Lab Southwestern Chinese Med Resources, Hosp Chengdu Univ Tradit Chinese Med, Chengdu 611137, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2020年 / 7卷 / 03期

基金：

中国国家自然科学基金;

关键词：

C-H TRIFLUOROMETHYLATION; TRANSITION-METAL-FREE; DIELS-ALDER REACTION; ONE-POT SYNTHESIS; OXIDATIVE TRIFLUOROMETHYLATION; ASYMMETRIC-SYNTHESIS; PROSTATE-CANCER; SANDMEYER TRIFLUOROMETHYLATION; STEREOCONTROLLED CONSTRUCTION; HETEROAROMATIC-COMPOUNDS;

D O I：

10.1039/c9qo01436e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly chemo- and regioselective substrate-directed benzannulation of trisubstituted CF3-alkenes and 2-benzylidenemalononitriles or 2-nitroallylic acetates has been achieved via Michael-initiated [4 + 2] or Rauhut-Currier-initiated [3 + 3] annulation. These protocols enable the rapid assembly of structurally important tri-fluoromethylarene cores featuring five or four contiguous functional groups, affording a broad spectrum of products with diverse substituents in generally high yields. These products could be facilely transformed into structurally diverse molecules of synthetic and medicinal interest.

引用

页码：563 / 570

页数：8

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