Nickel-Catalyzed Cross-Coupling of Alkyl Carboxylic Acid Derivatives with Pyridinium Salts via C-N Bond Cleavage

被引：34

作者：

Pulikottil, Feba Thomas ^{[1
]}

Pilli, Ramadevi ^{[1
]}

Suku, Rohith Valavil ^{[1
]}

Rasappan, Ramesh ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Thiruvananthapuram, Sch Chem, Thiruvananthapuram 695551, Kerala, India

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 08期

关键词：

BENZYLIC AMMONIUM-SALTS; KETONE SYNTHESIS; BORONIC ACIDS; THIOL ESTERS; ACYL CHLORIDES; DIARYL KETONES; ZINC REAGENTS; ARYL HALIDES; AMINO-GROUPS; ANHYDRIDES;

D O I：

10.1021/acs.orglett.0c00554

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electrophile-electrophile cross-coupling of carboxylic acid derivatives and alkylpyridinium salts via C-N bond cleavage is developed. The method is distinguished by its simplicity and steers us through a variety of functionalized ketones in good to excellent yields. Besides acid chlorides, carboxylic acids were also employed as acylating agents, which enabled us to incorporate acid-sensitive functional groups such as MOM, BOC, and acetal. Control experiments with TEMPO revealed a radical pathway.

引用

页码：2902 / 2907

页数：6

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