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A one pot synthesis of annulated carbazole analogs
Authors:Arasambattu K. Mohanakrishnan  Vasudevan Dhayalan  J. Arul Clement  Ramalingam Balamurugan Radhakrishnan Sureshbabu  Natarajan Senthil Kumar
Affiliation:Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India
Abstract:
A ZnBr2-mediated arylation of N-protected 2/3-bromomethylindoles containing an electron-deficient malonylidene unit with arenes at 80 °C led to the formation of arylated products, which on unprecedented 1,5-sigmatropic rearrangement followed by electrocyclization and subsequent aromatization with loss of diethylmalonate furnished the corresponding annulated carbazoles in reasonable yields.
Keywords:Arenes   Arylation   1,5-Sigmatropic rearrangement   Electrocyclization   Carbazoles
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