Iron catalyzed efficient synthesis of poly-functional primary amines via the direct use of ammonia

Chaoqun Ma; Jianghui Chen; Dong Xing; Yuan Sheng; Wenhao Hu

doi:10.1039/c7cc00003k

Iron catalyzed efficient synthesis of poly-functional primary amines via the direct use of ammonia

Chaoqun Ma
, Jianghui Chen
, Dong Xing
, Yuan Sheng
, Wenhao Hu^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

17 Scopus citations

Abstract

An iron catalyzed three-component reaction of alkyl diazoesters, isatins and ammonia is reported. This reaction provided convenient access to non-protected β-hydroxy-α-aminoesters with adjacent quaternary stereocenters. This transformation is achieved via trapping of ammonium ylide which is generated from a diazocompound and ammonia under mild reaction conditions. Poly-functional group unprotected amines are obtained exclusively with up to 77% yield and 62 : 38 dr.

Original language	English
Pages (from-to)	2854-2857
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	19
DOIs	https://doi.org/10.1039/c7cc00003k
State	Published - 2017

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title = "Iron catalyzed efficient synthesis of poly-functional primary amines via the direct use of ammonia",

abstract = "An iron catalyzed three-component reaction of alkyl diazoesters, isatins and ammonia is reported. This reaction provided convenient access to non-protected β-hydroxy-α-aminoesters with adjacent quaternary stereocenters. This transformation is achieved via trapping of ammonium ylide which is generated from a diazocompound and ammonia under mild reaction conditions. Poly-functional group unprotected amines are obtained exclusively with up to 77\% yield and 62 : 38 dr.",

author = "Chaoqun Ma and Jianghui Chen and Dong Xing and Yuan Sheng and Wenhao Hu",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2017",

doi = "10.1039/c7cc00003k",

language = "英语",

volume = "53",

pages = "2854--2857",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Iron catalyzed efficient synthesis of poly-functional primary amines via the direct use of ammonia

AU - Ma, Chaoqun

AU - Chen, Jianghui

AU - Xing, Dong

AU - Sheng, Yuan

AU - Hu, Wenhao

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2017

Y1 - 2017

N2 - An iron catalyzed three-component reaction of alkyl diazoesters, isatins and ammonia is reported. This reaction provided convenient access to non-protected β-hydroxy-α-aminoesters with adjacent quaternary stereocenters. This transformation is achieved via trapping of ammonium ylide which is generated from a diazocompound and ammonia under mild reaction conditions. Poly-functional group unprotected amines are obtained exclusively with up to 77% yield and 62 : 38 dr.

AB - An iron catalyzed three-component reaction of alkyl diazoesters, isatins and ammonia is reported. This reaction provided convenient access to non-protected β-hydroxy-α-aminoesters with adjacent quaternary stereocenters. This transformation is achieved via trapping of ammonium ylide which is generated from a diazocompound and ammonia under mild reaction conditions. Poly-functional group unprotected amines are obtained exclusively with up to 77% yield and 62 : 38 dr.

UR - https://www.scopus.com/pages/publications/85014393654

U2 - 10.1039/c7cc00003k

DO - 10.1039/c7cc00003k

M3 - 文章

C2 - 28217767

AN - SCOPUS:85014393654

SN - 1359-7345

VL - 53

SP - 2854

EP - 2857

JO - Chemical Communications

JF - Chemical Communications

IS - 19

ER -

Iron catalyzed efficient synthesis of poly-functional primary amines via the direct use of ammonia

Abstract

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