Iron-Catalysed Reductive Amination of Carbonyl Derivatives with ω-Amino Fatty Acids to Access Cyclic Amines

Duo Wei; Chakkrit Netkaew; Victor Carré; Christophe Darcel

doi:10.1002/cssc.201900519

Iron-Catalysed Reductive Amination of Carbonyl Derivatives with ω-Amino Fatty Acids to Access Cyclic Amines

Duo Wei
, Chakkrit Netkaew
, Victor Carré
, Christophe Darcel^*

^*Corresponding author for this work

Université de Rennes

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

24 Scopus citations

Abstract

An efficient method for the reductive amination of carbonyl derivatives with ω-amino fatty acids catalysed by an iron complex Fe(CO)₄(IMes) [IMes=1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene] by means of hydrosilylation was developed. A variety of pyrrolidines, piperidines and azepanes were selectively synthesised in moderate-to-excellent yields (36 examples, 47–97 % isolated yield) with a good functional group tolerance.

Original language	English
Pages (from-to)	3008-3012
Number of pages	5
Journal	ChemSusChem
Volume	12
Issue number	13
DOIs	https://doi.org/10.1002/cssc.201900519
State	Published - 5 Jul 2019
Externally published	Yes

Keywords

cyclic amines
hydrosilylation
iron catalysis
reductive amination
ω-amino fatty acids

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10.1002/cssc.201900519

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title = "Iron-Catalysed Reductive Amination of Carbonyl Derivatives with ω-Amino Fatty Acids to Access Cyclic Amines",

abstract = "An efficient method for the reductive amination of carbonyl derivatives with ω-amino fatty acids catalysed by an iron complex Fe(CO)4(IMes) [IMes=1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene] by means of hydrosilylation was developed. A variety of pyrrolidines, piperidines and azepanes were selectively synthesised in moderate-to-excellent yields (36 examples, 47–97 \% isolated yield) with a good functional group tolerance.",

keywords = "cyclic amines, hydrosilylation, iron catalysis, reductive amination, ω-amino fatty acids",

author = "Duo Wei and Chakkrit Netkaew and Victor Carr{\'e} and Christophe Darcel",

note = "Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2019",

month = jul,

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doi = "10.1002/cssc.201900519",

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T1 - Iron-Catalysed Reductive Amination of Carbonyl Derivatives with ω-Amino Fatty Acids to Access Cyclic Amines

AU - Wei, Duo

AU - Netkaew, Chakkrit

AU - Carré, Victor

AU - Darcel, Christophe

PY - 2019/7/5

Y1 - 2019/7/5

N2 - An efficient method for the reductive amination of carbonyl derivatives with ω-amino fatty acids catalysed by an iron complex Fe(CO)4(IMes) [IMes=1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene] by means of hydrosilylation was developed. A variety of pyrrolidines, piperidines and azepanes were selectively synthesised in moderate-to-excellent yields (36 examples, 47–97 % isolated yield) with a good functional group tolerance.

AB - An efficient method for the reductive amination of carbonyl derivatives with ω-amino fatty acids catalysed by an iron complex Fe(CO)4(IMes) [IMes=1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene] by means of hydrosilylation was developed. A variety of pyrrolidines, piperidines and azepanes were selectively synthesised in moderate-to-excellent yields (36 examples, 47–97 % isolated yield) with a good functional group tolerance.

KW - cyclic amines

KW - hydrosilylation

KW - iron catalysis

KW - reductive amination

KW - ω-amino fatty acids

UR - https://www.scopus.com/pages/publications/85064070661

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DO - 10.1002/cssc.201900519

M3 - 文章

C2 - 30913357

AN - SCOPUS:85064070661

SN - 1864-5631

VL - 12

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EP - 3012

JO - ChemSusChem

JF - ChemSusChem

IS - 13

ER -

Iron-Catalysed Reductive Amination of Carbonyl Derivatives with ω-Amino Fatty Acids to Access Cyclic Amines

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Keywords

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