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Oxidation of 1,4-Dihydro-1,4-diphenyl-2,3-benzodithiin by Ryu Sato; Eiji Takeda; Shiduko Nakajo; Takeshi Kimura; Satoshi Ogawa; Yasushi Kawai is a Chemistry article available to read on EtoBox.

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## Abstract 1,4‐Dihydro‐1,4‐diphenyl‐2,3‐benzodithiin (**3**), synthesized from 1,2‐bis(phenylmethyl)benzene (**1**), was subjected to oxidation to give 1,4‐dihydro‐1,4‐diphenyl‐2,3‐benzodithiin 2‐oxide (**4**) as a mixture of diastereomers separable by column chromatography. (1R\*,2R\*,4S\*)‐1,4‐Dihydro‐1,4‐diphenyl‐2,3‐benzodithiin 2‐oxide (**4‐meso‐1**) was obtained preferentially from (1R\*,4S\*)‐1,4‐dihydro‐1,4‐diphenyl‐2,3‐benzodithiin (**3‐meso**) with m‐chloroperbenzoic acid (m‐CPBA). The **4‐meso‐1** stereoisomer afforded an unexpected product 1,3‐diphenylbenzo[c]thiophene (**5**) upon further oxidation with mCPBA. On the other hand, oxidation of 1,4‐dihydro‐1,4‐diphenyl‐2,3‐benzodithiin 2‐oxides (4‐dl and 4‐meso), with Oxone gave 1,4‐dihydro‐1,4‐diphenyl‐2,3‐benzodithiin 2,2‐dioxide (**7**). © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:209–216, 2001

Who reads Oxidation of 1,4-Dihydro-1,4-diphenyl-2,3-benzodithiin?

Author

Ryu Sato; Eiji Takeda; Shiduko Nakajo; Takeshi Kimura; Satoshi Ogawa; Yasushi Kawai

Publisher

John Wiley and Sons; Hindawi Limited; John Wiley & Sons Inc.; Wiley (ISSN 1042-7163)

Published

2001

Language

EN

Field

Chemistry (Physical Sciences)