Ruthenium-Catalyzed C-H Functionalization of Benzoic Acids with Allyl Alcohols: A Controlled Reactivity Switch between C-H Alkenylation and C-H Alkylation Pathways

被引：51

作者：

Kumar, Gangam Srikanth ^{[1
]}

Chand, Tapasi ^{[1
]}

Singh, Diksha ^{[1
]}

Kapur, Manmohan ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Bhopal, Dept Chem, Bhopal Bypass Rd, Bhopal 462066, MP, India

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 16期

关键词：

DECIDUOUS DIRECTING GROUPS; CONJUGATE ADDITION; BOND ACTIVATION; CARBOXYLIC-ACIDS; ONE-POT; ALPHA; BETA-UNSATURATED ESTERS; CARBONYL-COMPOUNDS; AROMATIC AMIDES; MILD CONDITIONS; BETA-HYDRIDE;

D O I：

10.1021/acs.orglett.8b02064

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly selective and switchable ruthenium-catalyzed ortho C-H alkylation and C-H alkenylation of benzoic acids with allyl alcohols is reported. A complete switch in selectivity is achieved upon tuning the reactivity of the organometallic intermediate in the carboxylate-directed C-H activation to provide access to highly useful motifs such as 2-alkylbenzoic acids and phthalides.

引用

收藏

页码：4934 / 4937

页数：4

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