The Journal of Organic Chemistry

Ring cleavage and ring contraction of nitro-substituted 1-methyl-2, 5-diphenyl-1, 4-dithiinium tetrafluoroborates

TE Young, AR Oyler

Index: Young, Thomas E.; Oyler, Alan R. Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 933 - 936

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Citation Number: 4

Abstract

1-Methyl-2, 5-diphenyl-1, 4-dithiinium tetrafluoroborate (2) underwent selective abstraction of H-3 in aqueous phosphate buffer at pH 6.8 to yield the ring cleavage product (Z)-l- (phenylethynylthio)-2-(methylthio)-l-phenylethylene (4). Methylation of 3-nitro-2, 5-diphenyl- 1, 4-dithiin(5) with MeI-AgBF, yielded as the major product l-methyl-6-nitro-2, 5-diphenyl-l, 4- dithiinium tetrafluoroborate (8), which also underwent ring cleavage in acetonitrile on an ...