Domino Transformations of<i>gem-</i>Trifluoroacetyl(bromo)alkenes under the Action of Secondary Amines
作者:Alexander Yu. Rulev、Igor A. Uchakov、Valentin G. Nenajdenko、Elisabeth S. Balenkova、Mikhail G. Voronkov
DOI:10.1002/ejoc.200700606
日期:2007.12
underwent aza-Michael/hydroxyalkylation domino reactions triggered by secondary amines to give unexpectedly 2-amino-1-trifluoromethyl indenols in good yields. The process was found to involve the intermediate formation of captodative aminoalkenes. Treatment of 2-bromo-3-thienyl derivatives with the same nucleophiles afforded the captodative trifluoroacetyl(amino)alkenes. The indenols obtained in this reaction
2-溴-3-芳基丙烯基三氟甲基酮经历由仲胺引发的氮杂-迈克尔/羟烷基化多米诺反应,意外地以良好的产率得到2-氨基-1-三氟甲基茚醇。发现该过程涉及俘获氨基烯烃的中间形成。用相同的亲核试剂处理 2-bromo-3-thienyl 衍生物得到三氟乙酰基(氨基)烯烃。在该反应中获得的茚醇可以通过酸水解转化为相应的茚满酮。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)