Rh(III)-Catalyzed Aryl and Alkenyl C-H Bond Addition to Diverse Nitroalkenes

被引：103

作者：

Potter, Tyler J. ^{[1
]}

Kamber, David N. ^{[1
]}

Mercado, Brandon Q. ^{[1
]}

Ellman, Jonathan A. ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, 225 Prospect St, New Haven, CT 06520 USA

来源：

ACS CATALYSIS | 2017年 / 7卷 / 01期

关键词：

C-H functionalization; Rh(III) catalysis; nitroalkene; enantioselective catalysis; dihydroisoquinolone; ASYMMETRIC CONJUGATE ADDITION; HECK-TYPE REACTION; CYCLOPENTADIENYL LIGANDS; ORGANOBORONIC ACIDS; CARBONYL-COMPOUNDS; ARYLBORONIC ACIDS; MILD CONDITIONS; ACTIVATION; CATALYSIS; COMPLEX;

D O I：

10.1021/acscatal.6b03217

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The transition-metal-catalyzed C-H bond addition to nitroalkenes has been developed. Very broad nitroalkene scope was observed for this Rh(III)-catalyzed method, including for aliphatic, aromatic, and beta,beta-disubstituted derivatives. Additionally, various directing groups and both aromatic and alkenyl C-H bonds were effective in this transformation. Representative nitroalkane products were converted to dihydroisoquinolones and dihydropyridones in a single step and in high yield by ironmediated reduction and in situ cyclization. Moreover, preliminary success in enantioselective Rh(III)-catalyzed C-H bond addition to nitroalkenes was achieved as was X-ray structural characterization of a nitronate intermediate.

引用

页码：150 / 153

页数：4

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