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Efficient C N formation for preparing α-branched primary amines by recycled intramolecular reactions of 1,8-naphthosultoneusing ammonia as nitrogen source
引用本文:周新锐,陈洁,曾小萍,刘季红,Istvan E. Marko.Efficient C N formation for preparing α-branched primary amines by recycled intramolecular reactions of 1,8-naphthosultoneusing ammonia as nitrogen source[J].中国化学工程学报,2014,22(4):405-410.
作者姓名:周新锐  陈洁  曾小萍  刘季红  Istvan E. Marko
作者单位:1.State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China;2.Laboratory of Organic and Medicinal Chemistry, Université catholique de Louvain, Place Louis Pasteur 1, B-1348 Louvain-la-Neuve, Belgium
基金项目:Supported by the National Natural Science Foundation of China (21076036).
摘    要:Amination of tertiary and secondary alcohols using aqueous ammonia as nitrogen source was carried out by a process with recyclable intramolecular reaction of 1,8-naphthosultone, which lead to α-branched primary amines. Sulfonic resin serves as the heterogeneous catalyst for CN bond formation and protects the neighboring hydroxyl group until the required hydrolysis starts in the alkaline solution. The process can be conducted under mild conditions, no additional solvent is needed and no overreaction to secondary or tertiary amines occurs.

关 键 词:&alpha  -branched  primary  amine  1  8-naphthosultone  ammonia  
收稿时间:2012-09-03

Efficient C-N Formation for Preparing a-Branched Primary Amines by Recycled Intramolecular Reactions of 1,8-Naphthosultone Using Ammonia as Nitrogen Source
ZHOU Xinrui,CHEN Jie,ZENG Xiaoping,LIU Jihong,Istvan E. Mark&#.Efficient C-N Formation for Preparing a-Branched Primary Amines by Recycled Intramolecular Reactions of 1,8-Naphthosultone Using Ammonia as Nitrogen Source[J].Chinese Journal of Chemical Engineering,2014,22(4):405-410.
Authors:ZHOU Xinrui  CHEN Jie  ZENG Xiaoping  LIU Jihong  Istvan E Mark&#
Affiliation:1.State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China;2.Laboratory of Organic and Medicinal Chemistry, Université catholique de Louvain, Place Louis Pasteur 1, B-1348 Louvain-la-Neuve, Belgium
Abstract:Amination of tertiary and secondary alcohols using aqueous ammonia as nitrogen source was carried out by a process with recyclable intramolecular reaction of 1,8-naphthosultone, which lead to α-branched primary amines. Sulfonic resin serves as the heterogeneous catalyst for C-N bond formation and protects the neighboring hydroxyl group until the required hydrolysis starts in the alkaline solution. The process can be conducted under mild conditions, no additional solvent is needed and no overreaction to secondary or tertiary amines occurs.
Keywords:α-branched primary amine  1  8-naphthosultone  ammonia
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