Rhodium(III)-Catalyzed C-H Activation: Ligand-Controlled Regioselective Synthesis of 4-Methyl-Substituted Dihydroisoquinolones

被引：29

作者：

Barber, Joyann S. ^{[1
,2
]}

Scales, Stephanie ^{[1
]}

Tran-Dube, Michelle ^{[1
]}

Wang, Fen ^{[1
]}

Sach, Neal W. ^{[1
]}

Bernier, Louise ^{[1
]}

Collins, Michael R. ^{[1
]}

Zhu, JinJiang ^{[1
]}

McAlpine, Indrawan J. ^{[1
]}

Patman, Ryan L. ^{[1
]}

机构：

[1] Pfizer Oncol Med Chem, 10770 Sci Ctr Dr, San Diego, CA 92121 USA

[2] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 14期

关键词：

LIPOPHILIC EFFICIENCY; BOND FORMATION; DESIGN; DISCOVERY; CHEMISTRY;

D O I：

10.1021/acs.orglett.9b02029

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rh-catalyzed C-H functionalization of O-pivaloyl benzhydroxamic acids with propene gas provides access to 4-methyl-substituted dihydroisoquinolones. Good to excellent levels of regioselectivity are achieved using [(CpRhCl2)-Rh-t](2) as a precatalyst under optimized conditions. Thorough examination of aryl/heteroaryl O-pivaloyl hydroxamic acid substrates, ligand effects on C-H site selectivity, alkene scope, and demonstration of scale are discussed within.

引用

页码：5689 / 5693

页数：5

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