Dehydrogenative C(sp3)-H bond functionalization of tetrahydroisoquinolines mediated by organic oxidants under mild conditions

被引：14

作者：

Dzambaski, Zdravko ^{[1
]}

Bondzic, Bojan P. ^{[1
]}

机构：

[1] Univ Belgrade, Ctr Chem, ICTM Inst, Njegoseva 12, Belgrade 11000, Serbia

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 26期

关键词：

OXIDATIVE C-C; TERTIARY-AMINES; H ACTIVATION; DDQ; ARYLATION; PHOTOREDOX; ETHERS; COUPLINGS; CATALYSIS; KETONES;

D O I：

10.1039/c9ob01090d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The organocatalyzed Mannich reaction of unsubstituted and N-aryl-substituted tetrahydroisoquinolines (THIQs) and the Strecker reaction of several N-aryl-substituted THIQs through dehydrogenative C(sp3)-H bond functionalization (cross-dehydrogenative coupling) promoted by organic single electron oxidants DDQ and IBX are presented. The C-H oxidation/Mannich reaction of less reactive N-aryl substituted pyrrolidines is achieved via metal catalyzed photoredox catalysis. Operationally simple procedures provide desired products in an effective and time preserving manner.

引用

页码：6420 / 6425

页数：6

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