Synthesis of 6 H-Dibenzo [b, d] pyran-6-ones Using the Inverse Electron Demand Diels–Alder Reaction
IR Pottie, PR Nandaluru, WL Benoit…
Index: Pottie, Ian R.; Nandaluru, Penchal Reddy; Benoit, Wendy L.; Miller, David O.; Dawe, Louise N.; Bodwell, Graham J. Journal of Organic Chemistry, 2011 , vol. 76, # 21 p. 9015 - 9030
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Citation Number: 29
Abstract
A set of coumarin-fused electron-deficient 1, 3-dienes was synthesized, which differ in the nature of the electron-withdrawing group (EWG) at the terminus of the diene unit and (when EWG= CO2Me) the nature and position of substituents. These dienes reacted with the enamine derived from cyclopentanone and pyrrolidine to afford the corresponding cyclopenteno-fused 6 H-dibenzo [b, d] pyran-6-ones, most likely via a domino inverse ...
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