Direct Alkylation of 1-Azabicyclo[1.1.0]butanes

Autor: Ryan Gianatassio, Dora Kadish
Rok vydání: 2019
Předmět:
Zdroj: Organic Letters. 21:2060-2063
ISSN: 1523-7052
1523-7060
DOI: 10.1021/acs.orglett.9b00321
Popis: The facile synthesis of functionalized azetidines has been an ongoing challenge. Here, we report a general method to directly alkylate 1-azabicyclo[1.1.0]butane (ABB) with organometal reagents in the presence of Cu(OTf)2 to rapidly prepare bis-functionalized azetidines. This method allows for the preparation of azetidines bearing alkyl, allyl, vinyl, and benzyl groups. This catalyst system was extended to aziridines and spirocycles. Several building blocks and drug-like compounds were prepared in rapid fashion and in good yield.
Databáze: OpenAIRE