Catalyst-free N-methylation of amines using CO2

Huiying Niu; Lijun Lu; Renyi Shi; Chien Wei Chiang; Aiwen Lei

doi:10.1039/c6cc09072a

Catalyst-free N-methylation of amines using CO₂

Huiying Niu
, Lijun Lu
, Renyi Shi
, Chien Wei Chiang
, Aiwen Lei

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

88 Scopus citations

Abstract

Recently, utilizing CO₂ as a methylation reagent to construct functional chemicals has attracted significant attention. However, the conversion of CO₂ is still a challenge due to its inherent inertness. In this study, we have developed a catalyst-free N-methylation of amines to prepare numerous methylamines using CO₂ as a methyl source. By utilizing 2 eq. PhSiH₃ as the reductant, amines could undergo N-methylation under 1 atm of CO₂ in DMF at 90 °C. Aliphatic and aromatic amines were compatible, generating the desired products in up to 95% yield.

Original language	English
Pages (from-to)	1148-1151
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	6
DOIs	https://doi.org/10.1039/c6cc09072a
State	Published - 2017
Externally published	Yes

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title = "Catalyst-free N-methylation of amines using CO2",

abstract = "Recently, utilizing CO2 as a methylation reagent to construct functional chemicals has attracted significant attention. However, the conversion of CO2 is still a challenge due to its inherent inertness. In this study, we have developed a catalyst-free N-methylation of amines to prepare numerous methylamines using CO2 as a methyl source. By utilizing 2 eq. PhSiH3 as the reductant, amines could undergo N-methylation under 1 atm of CO2 in DMF at 90 °C. Aliphatic and aromatic amines were compatible, generating the desired products in up to 95\% yield.",

author = "Huiying Niu and Lijun Lu and Renyi Shi and Chiang, \{Chien Wei\} and Aiwen Lei",

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

year = "2017",

doi = "10.1039/c6cc09072a",

language = "英语",

volume = "53",

pages = "1148--1151",

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T1 - Catalyst-free N-methylation of amines using CO2

AU - Niu, Huiying

AU - Lu, Lijun

AU - Shi, Renyi

AU - Chiang, Chien Wei

AU - Lei, Aiwen

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

PY - 2017

Y1 - 2017

N2 - Recently, utilizing CO2 as a methylation reagent to construct functional chemicals has attracted significant attention. However, the conversion of CO2 is still a challenge due to its inherent inertness. In this study, we have developed a catalyst-free N-methylation of amines to prepare numerous methylamines using CO2 as a methyl source. By utilizing 2 eq. PhSiH3 as the reductant, amines could undergo N-methylation under 1 atm of CO2 in DMF at 90 °C. Aliphatic and aromatic amines were compatible, generating the desired products in up to 95% yield.

AB - Recently, utilizing CO2 as a methylation reagent to construct functional chemicals has attracted significant attention. However, the conversion of CO2 is still a challenge due to its inherent inertness. In this study, we have developed a catalyst-free N-methylation of amines to prepare numerous methylamines using CO2 as a methyl source. By utilizing 2 eq. PhSiH3 as the reductant, amines could undergo N-methylation under 1 atm of CO2 in DMF at 90 °C. Aliphatic and aromatic amines were compatible, generating the desired products in up to 95% yield.

UR - https://www.scopus.com/pages/publications/85010281706

U2 - 10.1039/c6cc09072a

DO - 10.1039/c6cc09072a

M3 - 文章

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AN - SCOPUS:85010281706

SN - 1359-7345

VL - 53

SP - 1148

EP - 1151

JO - Chemical Communications

JF - Chemical Communications

IS - 6

ER -

Catalyst-free N-methylation of amines using CO₂

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