Arcadi Antonio, Cacchi Sandro, Fabrizi Giancarlo, Marinelli Fabio, Parisi Luca M
Dipartimento di Chimica Ingegneria Chimica e Materiali della Facoltà di Scienze, Università di L'Aquila, Via Vetoio, Coppito Due, I-67100 L'Aquila, Italy.
J Org Chem. 2005 Aug 5;70(16):6213-7. doi: 10.1021/jo050517z.
The palladium-catalyzed reaction of o-alkynyltrifluoroacetanilides with 1-bromoalkynes affords free N-H 2-substituted 3-alkynylindoles in satisfactory to high yield. 2-Substituted 3-alkynylindoles revealed useful intermediates for the regioselective synthesis of 2-substituted 3-acylindoles. The latter can be prepared from o-alkynyltrifluoroacetanilides and 1-bromoalkynes via a one-pot cyclization-hydration protocol, omitting the isolation of 2-substituted 3-alkynylindoles.
邻炔基三氟乙酰苯胺与1-溴代炔烃的钯催化反应能以中等到高产率得到游离的N-H 2-取代的3-炔基吲哚。2-取代的3-炔基吲哚是区域选择性合成2-取代的3-酰基吲哚的有用中间体。后者可通过一锅法环化-水合反应，由邻炔基三氟乙酰苯胺和1-溴代炔烃制备，无需分离2-取代的3-炔基吲哚。
