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Synthesis of 4,6-Disubstituted Pyrimido[4,5-b]indole Ribonucleosides through Regioselective Cross-coupling Reactions

Tichý, Michal and Pohl, Radek and Hocek, Michal and Shi, Pei-Yong and Yokokawa, Fumiaki and Xu, Haoying and Chen, Yen Liang (2012) Synthesis of 4,6-Disubstituted Pyrimido[4,5-b]indole Ribonucleosides through Regioselective Cross-coupling Reactions. Bioorganic & Medicinal Chemistry, 20 (20). pp. 6123-6133. ISSN 0968-0896

Abstract

A series of new pyrimido[4,5-b]indole ribonucleosides bearing phenyl or hetaryl group at position 4 has been prepared by selective Pd-catalyzed cross-coupling reactions of the corresponding protected 4,6-dichloropyrimido[4,5-b]indole ribonucleoside with (het)arylboronic acids or stannanes followed by deprotection. Further cross-couplings under harsher conditions and employing X-Phos ligand proceeded at the position 6 leading to 4,6-disubstituted pyrimido[4,5-b]indole ribonucleosides. Some of these compounds displayed antiviral activity against Dengue virus.

Item Type: Article
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Date Deposited: 13 Oct 2015 13:14
Last Modified: 13 Oct 2015 13:14
URI: https://oak.novartis.com/id/eprint/7385

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