Synthesis of 4,5-Disubstituted Pyrano[3,4-b]Pyrrol-7(1H)-ones via Sonogashira?Hagihara Cross-Coupling of N-Benzenesulfonyl-3-bromo-1H-pyrrole-2-carboxylate and Subsequent Iodine-mediated Cyclization

Autor:	Tsutomu Fukuda, Masanari Kimura, Gen Onodera, Masatomo Iwao, Minoru Komure
Jazyk:	angličtina
Rok vydání:	2018
Předmět:	Pharmacology Coupling (electronics) Pyrrole-2-carboxylate chemistry Organic Chemistry chemistry.chemical_element Sonogashira coupling Iodine Medicinal chemistry Analytical Chemistry
Zdroj:	HETEROCYCLES. 97(2):916-930
ISSN:	0385-5414
Popis:	A method for the synthesis of 4,5-disubstituted pyrano[3,4-b]pyrrol-7-(1H)-ones has been developed in this study. The key reactions involved are the Sonogashira?Hagihara cross-coupling of methyl N-benzenesulfonyl-3-bromo-1H-pyrrole-2-carboxylate with terminal alkynes, followed by the iodine-mediated cyclization of 3-alkynylated N-benzenesulfonyl-1H-pyrrole-2-carboxylates. The thus-obtained 5-substituted 4-iodopyrano[3,4-b]pyrrol-7(1H)-ones could be converted to 4,5-disubstituted pyrano[3,4-b]pyrrol-7(1H)-ones via the Suzuki?Miyaura or Sonogashira?Hagihara cross-coupling reactions. HETEROCYCLES, 97(2), pp.916-930; 2018
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::72ff6168ac0e7b269c9e80342ce4e32c http://hdl.handle.net/10069/38946 Zobrazit plný text záznamu