Iodine‐Catalyzed Ring Opening of 1, 1‐Diacylcyclopropanes for Synthesis of Fully Substituted Pyrazole Derivatives. Issue 25 (23rd June 2020)

• Record Type: Journal Article
• Authors: Yang, Xiuqin; Zhu, Jin; Bao, Yishu; Ding, Ziyu; Yang, Fulai; Zhou, Qingfa; Chen, Ming
• Is Part Of: European journal of organic chemistry. Issue 25(2020)
• Page Start: 3856
• Page End: 3859
• Publication Date: 2020-06-23
• Subjects: Iodine catalysis -- Cycloaddition -- Ring opening -- Pyrazole derivatives; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202000496
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : An iodine‐catalyzed [3+2] cycloaddition/ring opening reaction of 1, 1‐diacylcyclopropanes with sulfonyl hydrazides has been reported. In the presence of 20 mol‐% iodine, a range of structurally diverse fully substituted pyrazoles with a hydroxy functional group are obtained in moderate to excellent yields with extremely high regioselectivity. Abstract : Iodine‐catalyzed ring opening of 1, 1‐diacylcyclopropanes for synthesis of fully substituted pyrazole derivatives have been reported. This reaction tolerates a broad range of cyclopropyl ketones and sulfonyl hydrazides to afford useful and densely functionalized pyrazole derivatives with a hydroxy functional group.