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

ABSTRACT: 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.

SUBMITTER: Alvarez-Montoya A

PROVIDER: S-EPMC11002826 | biostudies-literature | 2024 Apr

REPOSITORIES: biostudies-literature

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

Alvarez-Montoya Ana A Gillions Joseph P JP Winfrey Laura L Hawker Rebecca R RR Singh Kuldip K Ortu Fabrizio F Fu Yukang Y Li Yang Y Pulis Alexander P AP

ACS catalysis 20240318 7

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 ...[more]

PMID: 38601781

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