Base catalysed rearrangement of 2-methyl-3,3-bisalkylthioacrylophenones to 2-alkylthiomethyl-3-alkylthioacrylophenones via mobile keto allyl intermediates

Apparao, S. ; Rahman, A. ; Ila, H. ; Junjappa, H. (1982) Base catalysed rearrangement of 2-methyl-3,3-bisalkylthioacrylophenones to 2-alkylthiomethyl-3-alkylthioacrylophenones via mobile keto allyl intermediates Tetrahedron Letters, 23 (9). pp. 971-974. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)86997-X

Abstract

The title compounds (1a-e̲) undergo facile base catalysed rearrangement to give 5a-e̲ . A mechanism involving thioallylic rearrangement of intermediates, 2-bisalkylthiomethyl acrylophenones, (3a-e̲) has been proposed.

Item Type:Article
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ID Code:15474
Deposited On:13 Nov 2010 08:58
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