Chemistry of Heterocyclic Compounds p. 447 - 450 (1981)
Update date:2022-08-04
Topics:
Anisimov, A. V.
Babaitsev, V. S.
Grobovenko, S. Ya.
Danilova, T. A.
Viktorova, E. A.
Allyl 2-benzothienyl sulfide at 20-120 deg C undergoes a <3,3>-sigmatropic rearrangement to give 3-allylbenzothiophene-2-thiol.The kinetic parameters of the reaction were studied.Under the experimental conditions the thiol undergoes cyclization to give 2-methyl-2,3-dihydrobenzothieno<2,3-b>thiophene, 2-methylbenzothieno<2,3-b>thiophene, and benzothieno<2,3-b>dihydrothiopyran.Allyl 3-methyl-2-benzothienyl sulfide does not form a thiol even at 150-190 deg C but rather forms only bis(3-methyl-2-benzothienyl) disulfide.
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Doi:10.1021/jo00337a024
(1981)Doi:10.1002/anie.201807303
(2018)Doi:10.1021/jo00101a005
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(1981)
