Synthesis of 5-dienyl pyrimidinones and tandem [1,5] shifts in [4+2] cycloadditions of 1,3-diazabuta-1,3-dienes with butadienylketene

Arun K. Sharma, S. Jayakumar, Mohinder P. Mahajan

Research output: Contribution to journalArticle

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Abstract

The reactions of 1-aryl-2-phenyl-4-methylthio-4-secondaryamino / 4-N- allyl-N-aryl amino-1,3-diazabuta-1,3-dienes 1 with butadienylketene leading to a mixture of 5-dienyl pyrimidinones 4 and 5-butenyl pyrimidinones 6 are reported. Tandem [1,5]H and [1,5]SMe shifts are invoked to explain file formation of pyrimidinones 6.

Original languageEnglish (US)
Pages (from-to)7205-7208
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number39
DOIs
Publication statusPublished - Sep 24 1998

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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