Tetrahedron Letters

Direct synthesis of 1, 3-dithiane substituted nitroarenes via vicarious nucleophilic substitution with 2-phenylthio-1, 3-dithiane

WK Kim, SC Paik, H Lee, CG Cho

Index: Kim, Won-Kyum; Paik, Seung-Chul; Lee, Haiwon; Cho, Cheon-Gyu Tetrahedron Letters, 2000 , vol. 41, # 26 p. 5111 - 5114

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Citation Number: 16

Abstract

Vicarious nucleophilic substitution (VNS) of hydrogen in nitroarenes is a valuable synthetic tool in introducing various substituents into the ring. 1., 2., 3., 4., 5. and 6. It is particularly so since ordinary electrophilic substitutions are not applicable to such electron-deficient aromatic compounds. Formylations of nitroarenes have been successfully executed with VNS of the formyl equivalents, followed by hydrolysis. Those formyl equivalents are trisphenylthiomethane ...