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
收藏
页码：2902 / 2907
页数：6
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