Jun Sun1, Jiang-Kai Qiu1, Yi-Long Zhu1, Cheng Guo1, Wen-Juan Hao2, Bo Jiang2, Shu-Jiang Tu2. 1. †Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, P. R. China. 2. ‡School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou 221116, P. R. China.
Abstract
A direct and metal-free access toward fully substituted pyrazoles and its sulphenylation has been established through an iodine-mediated three-component [3 + 2] annulation of β-ketonitrile (or pentane-2,4-dione), arylhydrazines, and aryl sulfonyl hydrazides. The reaction allows the formation of one C-S and two C-N bonds by the multiple bond cleavage including sulfur-oxygen, sulfur-nitrogen, and carbon-oxygen bonds. The method features low-cost and readily accessible substrates, bond-forming efficiency, and broad substrate scopes as well as simple one-pot operation, which makes this strategy highly attractive.
A direct and metal-free access toward fully substituted n class="Chemical">pyrazoles and its sulphenylation has been established through an iodine-mediated three-component [3 + 2] annulation of β-ketonitrile (or pentane-2,4-dione), arylhydrazines, and aryl sulfonyl hydrazides. The reaction allows the formation of one C-S and two C-N bonds by the multiple bond cleavage including sulfur-oxygen, sulfur-nitrogen, and carbon-oxygen bonds. The method features low-cost and readily accessible substrates, bond-forming efficiency, and broad substrate scopes as well as simple one-pot operation, which makes this strategy highly attractive.
Authors: Camila S Pires; Daniela H de Oliveira; Maria R B Pontel; Jean C Kazmierczak; Roberta Cargnelutti; Diego Alves; Raquel G Jacob; Ricardo F Schumacher Journal: Beilstein J Org Chem Date: 2018-11-06 Impact factor: 2.883