Iron(0)-Mediated Henry-Type Reaction of Bromonitromethane with Aldehydes for the Efficient Synthesis of 2-Nitro-alkan-1-ols

Sixuan Zhang; Xiangrui Li; Wenxin Li; Weidong Rao; Danhua Ge; Zhiliang Shen; Xueqiang Chu

doi:10.6023/cjoc202107048

Iron(0)-Mediated Henry-Type Reaction of Bromonitromethane with Aldehydes for the Efficient Synthesis of 2-Nitro-alkan-1-ols

Sixuan Zhang, Xiangrui Li, Wenxin Li, Weidong Rao, Danhua Ge, Zhiliang Shen, Xueqiang Chu

School of Chemistry and Moleculai Engineering

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

4 Scopus citations

Abstract

The Henry-type reaction of bromonitromethane with various aldehydes for the efficient synthesis of 2-nitro-alkan- 1-ols by using inexpensive and commercial iron powder as reaction mediator was developed. The reaction proceeded efficiently in the presence of PbCl₂ and tetrabutylammonium hydrogen sulfate (TBAHS) to produce the desired products in moderate to good yield with wide functional group tolerance.

Translated title of the contribution	铁(0)促进的醛与溴代硝基甲烷的Henry型反应高效合成2-硝基-1-醇
Original language	English
Pages (from-to)	235-241
Number of pages	7
Journal	Chinese Journal of Organic Chemistry
Volume	42
Issue number	1
DOIs	https://doi.org/10.6023/cjoc202107048
State	Published - Jan 2022

Keywords

2-nitro-alkan-1-ol
Bromonitromethane
Henry-type reaction
Iron, lead dichloride

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title = "Iron(0)-Mediated Henry-Type Reaction of Bromonitromethane with Aldehydes for the Efficient Synthesis of 2-Nitro-alkan-1-ols",

abstract = "The Henry-type reaction of bromonitromethane with various aldehydes for the efficient synthesis of 2-nitro-alkan- 1-ols by using inexpensive and commercial iron powder as reaction mediator was developed. The reaction proceeded efficiently in the presence of PbCl2 and tetrabutylammonium hydrogen sulfate (TBAHS) to produce the desired products in moderate to good yield with wide functional group tolerance.",

keywords = "2-nitro-alkan-1-ol, Bromonitromethane, Henry-type reaction, Iron, lead dichloride",

author = "Sixuan Zhang and Xiangrui Li and Wenxin Li and Weidong Rao and Danhua Ge and Zhiliang Shen and Xueqiang Chu",

note = "Publisher Copyright: {\textcopyright} 2022 Chinese Chemical Society & SIOC, CAS.",

year = "2022",

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doi = "10.6023/cjoc202107048",

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T1 - Iron(0)-Mediated Henry-Type Reaction of Bromonitromethane with Aldehydes for the Efficient Synthesis of 2-Nitro-alkan-1-ols

AU - Zhang, Sixuan

AU - Li, Xiangrui

AU - Li, Wenxin

AU - Rao, Weidong

AU - Ge, Danhua

AU - Shen, Zhiliang

AU - Chu, Xueqiang

PY - 2022/1

Y1 - 2022/1

N2 - The Henry-type reaction of bromonitromethane with various aldehydes for the efficient synthesis of 2-nitro-alkan- 1-ols by using inexpensive and commercial iron powder as reaction mediator was developed. The reaction proceeded efficiently in the presence of PbCl2 and tetrabutylammonium hydrogen sulfate (TBAHS) to produce the desired products in moderate to good yield with wide functional group tolerance.

AB - The Henry-type reaction of bromonitromethane with various aldehydes for the efficient synthesis of 2-nitro-alkan- 1-ols by using inexpensive and commercial iron powder as reaction mediator was developed. The reaction proceeded efficiently in the presence of PbCl2 and tetrabutylammonium hydrogen sulfate (TBAHS) to produce the desired products in moderate to good yield with wide functional group tolerance.

KW - 2-nitro-alkan-1-ol

KW - Bromonitromethane

KW - Henry-type reaction

KW - Iron, lead dichloride

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DO - 10.6023/cjoc202107048

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SP - 235

EP - 241

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 1

ER -

Iron(0)-Mediated Henry-Type Reaction of Bromonitromethane with Aldehydes for the Efficient Synthesis of 2-Nitro-alkan-1-ols

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Keywords

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