Superoxide-Mediated Regioselective Deblocking of the Tosyl Group from N-Tosylcarboxamides

• Published in: Synthetic communications Vol. 36; no. 20; pp. 3075 - 3078
• Main Authors: Raghuvanshi, R. S., Singh, K. N.
• Format: Journal Article
• Language: English
• Published: PHILADELPHIA Taylor & Francis Group 01.10.2006; Taylor & Francis
• Subjects: Chemistry; Chemistry, Organic; Detosylation; N-tosylcarboximide; Physical Sciences; Science & Technology; superoxide; N-tosylcarboximide; DEPROTECTION; superoxide; DESULFONYLATION; detosylation

In situ-generated tetraethylammonium superoxide brings about an easy and selective cleavage of the N‒S bond of N-tosylcarboxamides, providing a new method for the deblocking of the tosyl group from such substrates.