4.7 Article

Cu(II)-Catalyzed [3+2]-Annulation of 2-Pyridinyl-substituted p-Quinone Methides with Enaminones: Access to Functionalized Indolizine Derivatives

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ADVANCED SYNTHESIS & CATALYSIS
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WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202300634

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Indolizine; Enaminone; p-Quinone methides; [3+2]-Annulation; 1,6-Conjugate addition

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This article describes an effective and economical method for synthesizing various important functionalized indolizine derivatives. This transformation is achieved through a Cu(II)-catalyzed [3+2] annulation of 2-pyridinyl substituted p-quinone methides with enaminones. The method has good functional group tolerance and is effective for most enaminones and p-QMs, resulting in moderate to good yields of indolizines.
This article describes an effective and atom-economical protocol to access a wide range of synthetically important functionalized indolizine derivatives. This transformation basically takes place through a Cu(II) catalyzed formal [3+2] annulation of 2-pyridinyl substituted p-quinone methides with enaminones. This method displayed a good functional group tolerance and, was found to be effective for most of the enaminones and p-QMs, and the corresponding indolizines were obtained in moderate to good yields.

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