Copper-catalyzed sulfenylation of pyrroles with disulfides or thiols: directly synthesis of sulfenyl pyrroles

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• 作者：Diego Alves ; ^{diego.alves@ufpel.edu.br} ; Renata G. Lara ; Maria E. Contreira ; Cá ; tia S. Radatz ; Luis F.B. Duarte ; Gelson Perin
• 关键词：Copper ; Pyrroles ; Disulfides ; Thiols ; Sulfenyl pyrroles
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：27 June, 2012
• 年：2012
• 卷：53
• 期：26
• 页码：3364-3368
• 全文大小：3619 K

文摘

We present here the synthesis of sulfenyl pyrroles by copper-catalyzed sulfenylation of pyrroles with organic disulfides or thiols. The direct sulfenylation of pyrroles with organic disulfides has been accomplished in the presence of 3 mol  % of CuI in DMSO at 110 ¡ãC under air atmosphere. In the other hand, sulfenylation of pyrroles with thiols were performed in the same solvent and temperature, however it is necessary 5 mol  % of CuI and nitrogen atmosphere. Using these protocols we were able to produce 2-sulfenyl pyrroles in good to excellent yields and with high selectivity without use of any ligand or additive.