Copper-Catalyzed Direct Syntheses of Phenoxypyrimidines from Chloropyrimidines and Arylboronic Acids: A Cascade Avenue and Unconventional Substrate Pairs

Autor:	Amar Jyoti Bhuyan, Sourav Jyoti Bharali, Abhilash Sharma, Dhiraj Dutta, Pranjal Gogoi, Lakhinath Saikia
Rok vydání:	2022
Předmět:	Molecular Structure Organic Chemistry Salts Boronic Acids Catalysis Copper
Zdroj:	The Journal of Organic Chemistry. 87:11846-11851
ISSN:	1520-6904 0022-3263
Popis:	This letter describes the first synthetic methodology for phenoxypyrimidines that avoids the direct use of phenols or their salts. In contrast to the general trend of delivering Suzuki-Miyaura cross-coupling products in reactions between aryl or alky halides and arylboronic acids, the substrate pairs used herein (chloropyrimidines and arylboronic acids) led to C-O bond formation under the reaction conditions. In total, 25 phenoxypyrimidines were successfully synthesized using the described protocol, 6 of which had a structural resemblance to etravirine.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3702b12d16ddc61efef4dbc9050679ab https://doi.org/10.1021/acs.joc.2c00658 Zobrazit plný text záznamu