Sulfur-Phenolate Exchange as a Mild, Fast, and High-Yielding Method toward the Synthesis of Sulfonamides

Autor:	Alyssa Van den Boom, Han Zuilhof
Rok vydání:	2023
Předmět:	Organic Chemistry Life Science Physical and Theoretical Chemistry Organische Chemie Biochemistry VLAG
Zdroj:	Organic Letters 25 (2023) 5 Organic Letters, 25(5), 788-793
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.2c04292
Popis:	Sulfonamides have many important biological applications, yet their synthesis often involves long reaction times under dry and non-ambient conditions. Here we report the synthesis of a large range of sulfonamides at room temperature using 4-nitrophenyl benzylsulfonate as a starting material. Sulfonamides were prepared from a wide range of aliphatic, linear, and cyclic amines, anilines, and N-methylanilines. The yields and reaction times observed here were comparable to or better than those reported previously, establishing sulfur-phenolate exchange as a viable alternative.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::19be8e5713f6dfe64dc02578992593d4 https://doi.org/10.1021/acs.orglett.2c04292 Zobrazit plný text záznamu