Synlett

Halopalladation Cyclization of Alkynes with Azides: Selective Synthesis of 4-Haloisoquinolines and 3-Haloindoles

HP Zhang, SC Yu, Y Liang, P Peng, BX Tang, JH Li

Index: Zhang, Hong-Ping; Yu, Shang-Ci; Liang, Yun; Peng, Peng; Tang, Bo-Xiao; Li, Jin-Heng Synlett, 2011 , # 7 p. 982 - 988

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Citation Number: 13

Abstract

Abstract A new, selective method for the synthesis of 4-haloisoquinolines and 3-haloindoles is presented by the halopalladation cyclizations of alkynes with azides. In the presence of PdX 2 (X= Br, Cl) and halide sources, a variety of 2-alkynyl benzyl azides or 2-alkynyl aryl azides smoothly underwent the halopalladation cyclization reaction to afford the corresponding 3-substituted 4-haloisoquinolines and 2-substituted 3-haloindoles in ...