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A facile [4+1] type synthetic route to thiophenes from dienol silyl ethers and elemental sulfur
Authors:Yukihiro Kasano  Daisuke Hiratsuka  Satoshi Minakata
Institution:a Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan
b Center for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan
c Research Center for Environmental Preservation, Osaka University, Yamadaoka 2-4, Suita, Osaka 565-0871, Japan
Abstract:A facile method for the synthesis of thiophene derivatives via the reaction of readily accessible dienol silyl ethers with elemental sulfur is described. Dienol silyl ethers and elemental sulfur, when heated at 180 °C in the presence of MS4A, provided 3-siloxythiophene derivatives in yields up to 98%. In this reaction, thiophene derivatives might be formed through 1,2-dithiines and eight-membered cyclic tetrasulfides.
Keywords:Thiophene  Dienol silyl ether  Elemental sulfur
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