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

doi:10.1016/S0040-4039(98)01553-6

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 journal › Article › peer-review

17 Scopus citations

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 language	English (US)
Pages (from-to)	7205-7208
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	39
DOIs	https://doi.org/10.1016/S0040-4039(98)01553-6
State	Published - Sep 24 1998

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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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 = "Sharma, {Arun K.} and S. Jayakumar and Mahajan, {Mohinder P.}",

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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 K.

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.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

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

Abstract

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