Tetrahedron

Direct synthesis of highly fused perimidines by copper (I)-catalyzed hydroamination of 2-ethynylbenzaldehydes

Y Tokimizu, Y Ohta, H Chiba, S Oishi, N Fujii, H Ohno

Index: Tokimizu, Yusuke; Ohta, Yusuke; Chiba, Hiroaki; Oishi, Shinya; Fujii, Nobutaka; Ohno, Hiroaki Tetrahedron, 2011 , vol. 67, # 29 p. 5168 - 5175

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Citation Number: 17

Abstract

Abstract A novel synthesis of highly fused perimidine derivatives was achieved in two steps from 2-alkynylbenzaldehydes. Copper-catalyzed annulation of 2-[(2-bromophenyl) ethynyl] benzaldehydes with 1, 8-diaminonaphthalene produced dihydroisoquinolino [2, 1-a] perimidines bearing a 2-bromophenyl group. Subsequent palladium-catalyzed C–H arylation provided dibenzo [1, 2: 7, 8] quinolizino [3, 4, 5, 6-kla] perimidine derivatives in ...

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