Hypervalent Iodine(Ⅲ)-Mediated Benzannulation of Enamines with Alkynes: an Efficient Synthesis of Substituted Aminonaphthoic Acid Derivatives  

作　　者：Peng Gao Mingjin Fan Zijing Bai Yunyang Wei 

机构地区：[1]Shaanxi Key Laboratory of Phytochemistry,College of Chemistry and Chemical Engineering,Baoji University of Arts and Sciences,Baoji,Shanxi 721013,China [2]School of Chemical Engineering,Nanjing University of Science and Technology,Nanjing,Jiangsu 210094,China

出　　处：《Chinese Journal of Chemistry》2015年第4期479-485,共7页中国化学（英文版）

基　　金：support of this work by Baoji University of Arts and Sciences(No.ZK15046).

摘　　要：An intermolecular two C-C bond formation procedure for the synthesis of carbocycles mediated by hyperva-lent iodine(III)reagents was developed.This metal free protocol provided a new approach for the synthesis of use-ful substituted 1-amino-2-naphthoic acid derivatives via benzannulation reactions.Various N-unsubstituted and N-alkyl substituted aromatic enamines with terminal alkynes and non-terminal alkynes can be converted into corre-sponding 1-amino-2-naphthoic acid derivatives under mild reaction conditions.When meta-substituted phenyl enamines were employed in the reaction,two cyclization paths were detected in the reaction and ortho-cyclization products were the only or major products.Good functional group tolerance,readily available material and high atom utilization efficiency make this method a potential procedure which may find broad application in organic synthesis.

关 键 词：hypervalent iodines benzannulation reactions metal free reactions oxidation aminonaphthoic acids 

分 类 号：O62[理学—有机化学]