One-pot Synthesis of Oxindoles through C−H Alkylation and Intramolecular Cyclization of Azobenzenes with Internal Olefins

Autor:	Saegun Kim, Sang Hoon Han, Hyeim Jo, Mijin Jeon, Jong Suk Lee, Neeraj Kumar Mishra, In Su Kim, Hyung Sik Kim, Yongguk Oh, Woo Jung Kim
Rok vydání:	2017
Předmět:	010405 organic chemistry One-pot synthesis Cationic polymerization chemistry.chemical_element General Chemistry Alkylation 010402 general chemistry 01 natural sciences 0104 chemical sciences Catalysis Rhodium Dichloroethane chemistry.chemical_compound Acetic acid chemistry Polymer chemistry Organic chemistry Oxindole
Zdroj:	Advanced Synthesis & Catalysis. 359:2396-2401
ISSN:	1615-4150
DOI:	10.1002/adsc.201700147
Popis:	The rhodium(III)-catalyzed site-selective C−H alkylation of azobenzenes and internal olefins, such as maleimides, maleates and fumarates, followed by reductive intramolecular cyclization is described. A cationic rhodium catalyst in the presence of acetic acid additive in dichloroethane solvent was found to be optimal catalytic system for the construction of ortho-alkylated azobenzenes, which smoothly underwent the intramolecular cyclization leading to the formation of C3-functionalized oxindole using zinc powder and acetic acid. The formed oxindolic scaffold can be an important asset towards the development of novel bioactive compounds.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5db91213a7fd336bea4520e38a49e20a https://doi.org/10.1002/adsc.201700147 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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