Electricity Induced Rhodium-Catalyzed Oxidative C–H/N–H Annulation of Alkynes with Arylhydrophthalazinediones

Autor: Partha Pratim Sen, Rashmi Prakash, Sudipta Raha Roy
Rok vydání: 2022
Předmět:
Zdroj: Organic Letters. 24:4530-4535
ISSN: 1523-7052
1523-7060
DOI: 10.1021/acs.orglett.2c01542
Popis: The development of stoichiometric oxidant-free regioselective annulation protocol is a challenging aspect in organic synthesis. Herein, we disclose electricity as a greener oxidant for the C-H/N-H annulation to construct cinnolines using rhodium(III) catalyst under mild conditions. A detailed mechanistic investigation revealed the possibility of both Rh(III/I) and Rh(III/IV) catalytic cycles for the formation of annulated product. Exclusive regioselectivity, diverse substrate scope, and commercially available cheap graphite electrodes are key features of this protocol.
Databáze: OpenAIRE