Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates

Peihe Li; Nuannuan Ma; Zheng Wang; Qipu Dai; Changwen Hu

doi:10.1021/acs.joc.8b00970

Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates

Peihe Li
, Nuannuan Ma
, Zheng Wang
, Qipu Dai^*
, Changwen Hu

^*Corresponding author for this work

Beijing Institute of Technology

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

A general and effective method for the synthesis of alkylamine via intramolecular decarboxylation of alkanoyloxycarbamates is described. The alkanoyloxycarbamates are readily prepared with alkyl carboxylic acids and hydroxylamine. The reaction shows a broad range of substrates (primary and secondary alkyl) with functional tolerance, and the corresponding products were obtained in good yields under mild conditions.

Original language	English
Pages (from-to)	8233-8240
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	83
Issue number	15
DOIs	https://doi.org/10.1021/acs.joc.8b00970
Publication status	Published - 3 Aug 2018
Externally published	Yes

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10.1021/acs.joc.8b00970

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title = "Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates",

abstract = "A general and effective method for the synthesis of alkylamine via intramolecular decarboxylation of alkanoyloxycarbamates is described. The alkanoyloxycarbamates are readily prepared with alkyl carboxylic acids and hydroxylamine. The reaction shows a broad range of substrates (primary and secondary alkyl) with functional tolerance, and the corresponding products were obtained in good yields under mild conditions.",

author = "Peihe Li and Nuannuan Ma and Zheng Wang and Qipu Dai and Changwen Hu",

note = "Publisher Copyright: {\textcopyright} 2018 American Chemical Society.",

year = "2018",

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doi = "10.1021/acs.joc.8b00970",

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T1 - Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates

AU - Li, Peihe

AU - Ma, Nuannuan

AU - Wang, Zheng

AU - Dai, Qipu

AU - Hu, Changwen

PY - 2018/8/3

Y1 - 2018/8/3

N2 - A general and effective method for the synthesis of alkylamine via intramolecular decarboxylation of alkanoyloxycarbamates is described. The alkanoyloxycarbamates are readily prepared with alkyl carboxylic acids and hydroxylamine. The reaction shows a broad range of substrates (primary and secondary alkyl) with functional tolerance, and the corresponding products were obtained in good yields under mild conditions.

AB - A general and effective method for the synthesis of alkylamine via intramolecular decarboxylation of alkanoyloxycarbamates is described. The alkanoyloxycarbamates are readily prepared with alkyl carboxylic acids and hydroxylamine. The reaction shows a broad range of substrates (primary and secondary alkyl) with functional tolerance, and the corresponding products were obtained in good yields under mild conditions.

UR - https://www.scopus.com/pages/publications/85047523593

U2 - 10.1021/acs.joc.8b00970

DO - 10.1021/acs.joc.8b00970

M3 - Article

C2 - 29787264

AN - SCOPUS:85047523593

SN - 0022-3263

VL - 83

SP - 8233

EP - 8240

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 15

ER -

Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates

Abstract

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