Organocatalyzed Rearrangement of S-(2-Oxoalkyl)-thioenoates

Autor:	David M. Leace, Benjamin A. Matz, Vladimir B. Birman, Matthew R Straub
Rok vydání:	2019
Předmět:	Amidine chemistry.chemical_compound chemistry 010405 organic chemistry Organic Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences Catalysis
Zdroj:	The Journal of Organic Chemistry. 84:7523-7531
ISSN:	1520-6904 0022-3263
Popis:	The highly Lewis basic amidine-based catalyst DHIP promotes the rearrangement of S-phenacyl thiocinnamate and related thioesters into dihydrothiophene derivatives. In contrast to previously explored rearrangements of thioesters, the reaction proceeds via a novel Dieckmann-like cyclization pathway. An alternative two-component synthesis of the same products has also been developed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e1ca9d30f394cb0838770f9eb30359ad https://doi.org/10.1021/acs.joc.9b00925 Zobrazit plný text záznamu