Palladium-Catalyzed Tandem C–C Activation/Cyclization Induced by Carbopalladation of Functionalized Nitriles: Synthesis of Benzo Dipyrromethenes

Autor:	Renhao Li, Lepeng Chen, Jiuxi Chen, Julin Gong, Zhongyan Chen, Yinlin Shao, Yetong Zhang
Rok vydání:	2020
Předmět:	inorganic chemicals Tandem 010405 organic chemistry Organic Chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Catalysis Chemical bond chemistry Physical and Theoretical Chemistry Palladium
Zdroj:	Organic Letters. 22:6943-6947
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.0c02478
Popis:	A palladium-catalyzed carbon-carbon bond activation-initiated reaction of 2-(3-phenyloxiran-2-yl)benzonitriles with arylboronic acids is reported. Multiple chemical bonds were cleavaged and reconstructed via β-carbon elimination in this reaction, enabling the construction of valuable benzo-fused dipyrromethenes that are difficult to prepare by other methods. Additionally, a series of benzannulated boron dipyrromethenes are synthesized and show practical significance in terms of expanding the applications and types of fluorescent materials. The proposed mechanism is supported by preliminary mechanistic experiments.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f1ba3e295f42149f7cce01e1dc2de434 https://doi.org/10.1021/acs.orglett.0c02478 Zobrazit plný text záznamu