B(C6F5)3-Catalyzed Dehydrogenation of Pyrrolidines to Form Pyrroles

被引:7
|
作者
Alvarez-Montoya, Ana [1 ]
Gillions, Joseph P. [1 ]
Winfrey, Laura [1 ]
Hawker, Rebecca R. [1 ]
Singh, Kuldip [1 ]
Ortu, Fabrizio [1 ]
Fu, Yukang [2 ]
Li, Yang [2 ]
Pulis, Alexander P. [1 ]
机构
[1] Univ Leicester, Sch Chem, Leicester LE1 7RH, England
[2] Dalian Univ Technol, Sch Chem Engn, 2 Linggong Rd, Dalian 116024, Peoples R China
基金
英国工程与自然科学研究理事会; 中国国家自然科学基金;
关键词
dehydrogenation; pyrrolidines; pyrroles; N-heterocycles; catalysis; boranes; METAL-FREE HYDROGENATION; N-HETEROCYCLES; ACID; OXIDATION; AMINES; POLYMERIZATION; AROMATIZATION; REACTIVITY; CLEAVAGE;
D O I
10.1021/acscatal.3c05444
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
Pyrroles are important N-heterocycles found in medicines and materials. The formation of pyrroles from widely accessible pyrrolidines is a potentially attractive strategy but is an underdeveloped approach due to the sensitivity of pyrroles to the oxidative conditions required to achieve such a transformation. Herein, we report a catalytic approach that employs commercially available B(C6F5)(3) in an operationally simple procedure that allows pyrrolidines to serve as direct synthons for pyrroles. Mechanistic studies have revealed insights into borane-catalyzed dehydrogenative processes.
引用
收藏
页码:4856 / 4864
页数:9
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