Cobalt-Catalyzed One-Step Access to Pyroquilon and C-7 Alkenylation of Indoline with Activated Alkenes Using Weakly Coordinating Functional Groups

被引：25

作者：

Banjare, Shyam Kumar ^{[1
]}

Biswal, Pragati ^{[1
]}

Ravikumar, Ponneri Chandrababu ^{[1
]}

机构：

[1] HBNI, Natl Inst Sci Educ & Res NISER, Sch Chem Sci, Bhubaneswar 752050, Odisha, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 08期

关键词：

C-H ALKENYLATION; N-CARBAMOYL INDOLINES; CYCLIZATION; ALKYNES; DERIVATIVES; BONDS; (HETERO)ARENES; ALKYLATION;

D O I：

10.1021/acs.joc.0c00023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new strategy for the C(7)-H functionalization of indoline derivatives using first-row transition-metal cobalt has been demonstrated wherein the pivaloyl group acts as a weakly coordinating directing group. Biologically important pyroquilon (tetrahydropyroquinolinone) derivatives have been synthesized in a one-pot manner through selective C(7)-H functionalization and concomitant cyclization. In this process, aromatic C-H and amidic C-N bonds are cleaved, and new C-C and C-N bonds are formed in a step-economical fashion. Further, selective C(7)-H alkenylation of indoline derivatives has also been accomplished using activated alkenes by varying the reaction conditions.

引用

页码：5330 / 5341

页数：12

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