Triphenyl verdazyl radicals’ reactivity with alkyne carboxylates as a synthetic route to 1-(phenyldiazenyl)isoquinoline-3,4-dicarboxylates
摘要:
A series of 1-(phenyldiazenyl)isoquinoline-3,4-dicarboxylates are synthesized by a unique reaction of triphenyl verdazyl radical with di-substituted electron deficient alkyne carboxylates. This transformation allows for the quick synthesis of this class of compounds in just three steps starting from a hydrazone. A radical mechanism that is consistent for the substitution patterns observed in the series of compounds made is proposed. The final product is obtained by a subsequent retro-Diels-Alder reaction. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.
Triphenyl verdazyl radicals’ reactivity with alkyne carboxylates as a synthetic route to 1-(phenyldiazenyl)isoquinoline-3,4-dicarboxylates
作者:Matthew Bancerz、Ernest Prack、Michael K. Georges
DOI:10.1016/j.tetlet.2012.05.135
日期:2012.8
A series of 1-(phenyldiazenyl)isoquinoline-3,4-dicarboxylates are synthesized by a unique reaction of triphenyl verdazyl radical with di-substituted electron deficient alkyne carboxylates. This transformation allows for the quick synthesis of this class of compounds in just three steps starting from a hydrazone. A radical mechanism that is consistent for the substitution patterns observed in the series of compounds made is proposed. The final product is obtained by a subsequent retro-Diels-Alder reaction. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.
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