Work

Palladium-Catalyzed Deaminative Cross-Coupling of Alkyl Nitroso Carbamates

Year: 2025

Type: article

Abstract: A palladium-catalyzed deaminative Heck-type coupling of alkyl nitroso carbamates, prepared from commercially available alkyl amines and aryl bromides, is reported. The reaction leads to the synthesis of di - and tri -substituted alkene products. Functional group tolerance was demonstrated in several examples. Use of triethylsilane under the reaction conditions also afforded products of a formal (Csp 3 )-(Csp 2 ) cross-coupling. In addition to presenting a useful coupling protocol, this study also introduces nitroso carbamates into the realm of Pd-catalyzed cross-coupling.

Source: ACS Catalysis

DOI: 10.1021/acscatal.5c07840

Authors: Shashwati Paul, Kanaram R. Kumawat, M. Kevin Brown

Institutions: Indiana University Bloomington, Indiana University

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Indiana University, National Institute of General Medical Sciences

Award: Methods and Strategies for Chemical Synthesis