Enantioenriched α-Vinyl 1,4-Benzodiazepines and 1,4-Benzoxazepines via Enantioselective Rhodium-Catalyzed Hydrofunctionalizations of Alkynes and Allenes
نویسندگان
چکیده
Benzofused seven-membered heterocycles such as 1,4-benzo[e]diazepines (1,4-BZDs) and 1,4-benzo[e]oxazepines (1,4-BZOs) were efficiently synthesized by Rh-catalyzed hydrofunctionalization of internal alkynes allenes in good to excellent yields. The asymmetric hydroamination (aminomethyl)anilines gave rise 3-vinyl-1,4-BZDs with enantioselectivities. Orthogonal N-deprotection 1,4-BZDs allowed an easy entry advanced pyrrolobenzodiazepine metabolite the V2-receptor antagonist Lixivaptan.
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ژورنال
عنوان ژورنال: Journal of Organic Chemistry
سال: 2021
ISSN: ['1520-6904', '0022-3263']
DOI: https://doi.org/10.1021/acs.joc.1c01268