Copper-Catalyzed Cascade Synthesis of 2-Aryl-3-cyanobenzofuran and Dibenzo[b,f]oxepine-10-carbonitrile Derivatives

Autor:	Bharath Kumar Villuri, Vijayalakshmi Bandi, Ching Fa Yao, Chun Wei Kuo, Sabbasani Rajasekhara Reddy, Veerababurao Kavala, Sachin S. Ichake
Rok vydání:	2018
Předmět:	Tandem 010405 organic chemistry Chemistry Aryl Organic Chemistry Aromatization 010402 general chemistry 01 natural sciences Medicinal chemistry Coupling reaction 0104 chemical sciences Hydroxylation chemistry.chemical_compound Cascade Copper catalyzed Knoevenagel condensation
Zdroj:	The Journal of Organic Chemistry. 83:10241-10247
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.8b01443
Popis:	The copper-catalyzed reaction of aryl aldehydes with 2-iodobenzylcyanides afforded 2-aryl-3-cyanobenzofurans in isolated yields of up to 74% in a cascade manner, which involves Knoevenagel condensation, aryl hydroxylation, oxa-Michael addition, and aromatization reactions. Conversely, 2-halo benzaldehydes as reacting partners with 2-iodobenzylcyanide regioselectively furnished dibenzo[ b,f]oxepine-10-carbonitrile derivatives up to 85% isolated yields via tandem Knoevenagel condensation, aryl hydroxylation, and Ullmann coupling reactions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d28697e0ee797f9afd0c65d8c715d2f8 https://doi.org/10.1021/acs.joc.8b01443 Zobrazit plný text záznamu