α-Sulfanyl and α-Selanyl Propadienyl Cations: Regioselective Generations and Cycloadditions with Thioamides and Selemides Controlled by MeNO2−H2O System
α-Sulfanyl and α-selanyl propadienyl cations were easily generated by the catalytic system, scandium triflate-nitromethane-H2O in the presence of Bu4NHSO4, to regioselectively afford the multifunctionalized thiazoles and selenazoles in high yields.
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Veröffentlicht in: | Organic letters 2009-07, Vol.11 (13), p.2952-2955 |
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creator | Yoshimatsu, Mitsuhiro Yamamoto, Teruhisa Sawa, Arisa Kato, Tomohiro Tanabe, Genzoh Muraoka, Osamu |
description | α-Sulfanyl and α-selanyl propadienyl cations were easily generated by the catalytic system, scandium triflate-nitromethane-H2O in the presence of Bu4NHSO4, to regioselectively afford the multifunctionalized thiazoles and selenazoles in high yields. |
doi_str_mv | 10.1021/ol9011844 |
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subjects | Catalysis Cations Cyclization Mesylates - chemistry Molecular Structure Organoselenium Compounds - chemical synthesis Organoselenium Compounds - chemistry Scandium - chemistry Stereoisomerism Sulfhydryl Compounds - chemistry Thiazoles - chemical synthesis Thiazoles - chemistry Thioamides - chemistry |
title | α-Sulfanyl and α-Selanyl Propadienyl Cations: Regioselective Generations and Cycloadditions with Thioamides and Selemides Controlled by MeNO2−H2O System |
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