Synthesis of 4,6-Disubstituted Pyrimido[4,5-b]indole Ribonucleosides through Regioselective Cross-coupling Reactions
Tichý, Michal, Pohl, Radek, Hocek, Michal, Shi, Pei-Yong, Yokokawa, Fumiaki, 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 |