Tetrahedron

Synthesis and stability of 2-(1, 1-difluoroalkyl) thiophenes and related 1, 1-difluoroalkyl benzenes: fluorinated building blocks for liquid crystal synthesis

AA Kiryanov, AJ Seed, P Sampson

Index: Kiryanov, Andre A.; Seed, Alexander J.; Sampson, Paul Tetrahedron, 2001 , vol. 57, # 27 p. 5757 - 5767

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Citation Number: 23

Abstract

The synthesis of a series of 2-(1, 1-difluoroalkyl) thiophenes, including some biphenylthienyl liquid crystalline materials, was examined using a variety of fluorination approaches. For comparison purposes, a series of 1, 1-difluoroalkyl benzene analogs were also prepared. The direct fluorodeoxygenation of alkyl thienyl ketones and alkyl phenyl ketones using various aminofluorosulfuranes proceeded in only moderate to poor yields. In contrast, ...