Synlett

A Very Mild Access to 3, 4-Dihydroisoquinolines Using Triphenyl Phosphite-Bromine-Mediated Bischler-Napieralski-Type Cyclization

D Vaccari, P Davoli, C Ori, A Spaggiari, F Prati

Index: Vaccari, Daniele; Davoli, Paolo; Ori, Claudia; Spaggiari, Alberto; Prati, Fabio Synlett, 2008 , # 18 p. 2807 - 2810

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Citation Number: 2

Abstract

Abstract Substituted β-phenylethylamides undergo smooth intramolecular cyclization to 3, 4- dihydroisoquinolines in good to excellent yields when treated with bromotriphenoxyphosphonium bromide at-60 C in dichloromethane in the presence of triethylamine. The reaction proceeds under the mildest conditions ever reported for Bischler- Napieralski-type cyclizations. When chlorotriphenoxyphosphonium choride is used, low ...

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