Multiple-functionalizations of terminal alkynes with sodium sulfinates and tert-butyl nitrite: facile synthesis of 2H-azirines. Issue 24 (6th March 2019)

• Record Type: Journal Article
• Authors: He, Xingyi; Yue, Xin; Zhang, Lei; Wu, Shuang; Hu, Ming; Li, Jin-Heng
• Is Part Of: Chemical communications. Volume 55:Issue 24(2019)
• Page Start: 3517
• Page End: 3520
• Publication Date: 2019-03-06
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc00625g
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A new, catalyst-free tandem annulation route to 2, 2-disulfonyl-2 H -azirines via multiple-functionalizations of terminal alkynes with sodium sulfinates and tert -butyl nitrite is described. Abstract : A new, catalyst-free tandem annulation route to 2, 2-disulfonyl-2 H -azirines via multiple-functionalizations of terminal alkynes with sodium sulfinates and tert -butyl nitrite is described. The use of sodium sulfinates and tert -butyl nitrite enables the formation of sulfonyl and NO radicals to selectively initiate and terminate the tandem annulation protocol, constituting a straightforward, conceptually different method to existing 2 H -azirine synthesis techniques that currently require multiple steps by prior activation of the common starting materials.