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

Arun Sharma, S. Jayakumar, Mohinder P. Mahajan

Research output: Contribution to journalArticle

14 Citations (Scopus)

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
StatePublished - Sep 24 1998

Fingerprint

Pyrimidinones
Cycloaddition
Cycloaddition Reaction

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

@article{d8a2ed34ac2e45d89899d28f8f1725c3,
title = "Synthesis of 5-dienyl pyrimidinones and tandem [1,5] shifts in [4+2] cycloadditions of 1,3-diazabuta-1,3-dienes with butadienylketene",
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.",
author = "Arun Sharma and S. Jayakumar and Mahajan, {Mohinder P.}",
year = "1998",
month = "9",
day = "24",
doi = "10.1016/S0040-4039(98)01553-6",
language = "English (US)",
volume = "39",
pages = "7205--7208",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "39",

}

Synthesis of 5-dienyl pyrimidinones and tandem [1,5] shifts in [4+2] cycloadditions of 1,3-diazabuta-1,3-dienes with butadienylketene. / Sharma, Arun; Jayakumar, S.; Mahajan, Mohinder P.

In: Tetrahedron Letters, Vol. 39, No. 39, 24.09.1998, p. 7205-7208.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis of 5-dienyl pyrimidinones and tandem [1,5] shifts in [4+2] cycloadditions of 1,3-diazabuta-1,3-dienes with butadienylketene

AU - Sharma, Arun

AU - Jayakumar, S.

AU - Mahajan, Mohinder P.

PY - 1998/9/24

Y1 - 1998/9/24

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=0032563951&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0032563951&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(98)01553-6

DO - 10.1016/S0040-4039(98)01553-6

M3 - Article

AN - SCOPUS:0032563951

VL - 39

SP - 7205

EP - 7208

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 39

ER -