Tetrahedron

C-Functionalization of 9-deazapurines by cross-coupling reactions

V Bambuch, M Otmar, R Pohl, M Masojídková, A Holý

Index: Bambuch, Vitezslav; Otmar, Miroslav; Pohl, Radek; Masojidkova, Milena; Holy, Antonin Tetrahedron, 2007 , vol. 63, # 7 p. 1589 - 1601

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Citation Number: 8

Abstract

C-Functionalization of pyrrolo [3, 2-d] pyrimidine scaffold in positions 2, 4, and 7 using cross- coupling reactions was performed. Thus, 2-(5-(benzyloxymethyl)-2, 4-dichloro-5H-pyrrolo [3, 2-d] pyrimidin-7-yl) ethanol, a versatile synthetic precursor for 9-deazapurines and 4, 6- diazaindoles, was prepared by vinylation of the corresponding iodide followed by hydroboration of the double bond. A synthesis of 9-(1, 2-dihydroxyethyl)-9-deazaadenine, ...