Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
The Migratory Aptitudes in the 1,3-Dipolar Cycloadducts of Substitiuted 1-Benzoyliminopyridinium Ylides with Dimethyl Acetylenedicarboxylate
Tadashi SasakiKen KanematsuAkikazu KakehiGin-ichi Ito
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1972 Volume 45 Issue 7 Pages 2050-2052

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Abstract

The 1,3-dipolar cycloaddition of substituted 1-benzoyliminopyridinium ylides (1, 6, and 9) with dimethyl acetylenedicarboxylate (DAG) produced the corresponding rearrangement compounds (3, 4, 7, 8, and 10). On the other hand, the similar reaction of 11 with DAC in acetonitrile gave 12, accompanied with a Sommelet-type rearrangement compound, 13. The structural elucidation of these products was accomplished by spectral inspections.

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