A Neber approach for the synthesis of spiro-fused 2H-azirine-pyrazolone. Issue 6 (19th January 2016)

• Record Type: Journal Article
• Authors: Yue, Deng-Feng; Zhao, Jian-Qiang; Wang, Zhen-Hua; Zhang, Xiao-Mei; Xu, Xiao-Ying; Yuan, Wei-Cheng
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 6(2016)
• Page Start: 1946
• Page End: 1949
• Publication Date: 2016-01-19
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob02559a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A base-mediated Neber reaction of enaminopyrazolones with sulfonyl chlorides was developed and various spiro-fused 2 H -azirine-pyrazolones were obtained in good yield. Abstract : A base-mediated Neber reaction of enaminopyrazolones, which are the tautomers of 4-acyloxime-2-pyrazolin-5-ones, with sulfonyl chlorides was achieved. With this developed approach, a range of spiro-fused 2 H -azirine-pyrazolones were obtained in good yields under mild conditions. A preliminary trial of a catalytic asymmetric version of the Neber reaction was conducted and gave promising enantioselectivity.