Dehydrative Cross-Coupling for C-N Bond Construction under Transition-Metal-Free Conditions

Huicong Xing; Meijuan Chen; Dong Zhang; Zhishuai Geng; Peizhong Xie; Teck Peng Loh

doi:10.1021/acs.orglett.2c01902

Dehydrative Cross-Coupling for C-N Bond Construction under Transition-Metal-Free Conditions

Huicong Xing, Meijuan Chen, Dong Zhang, Zhishuai Geng, Peizhong Xie^*, Teck Peng Loh^*

^*Corresponding author for this work

School of Material Science and Engineering

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

5 Citations (Scopus)

Abstract

A transition-metal-free catalytic system was designed to address the dehydrative cross-coupling of unactivated primary/secondary alcohols with amines/amides under environmentally benign conditions. Mg2+ and counteranion (PF6-) worked synergistically to realize C-OH bond cleavage and concomitant C-N bond formation. A wide range of allylic alcohols and amines/amides were tolerated well in this transformation, which allowed C-N bond construction with high efficiency.

Original language	English
Pages (from-to)	5657-5662
Number of pages	6
Journal	Organic Letters
Volume	24
Issue number	31
DOIs	https://doi.org/10.1021/acs.orglett.2c01902
Publication status	Published - 12 Aug 2022

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10.1021/acs.orglett.2c01902

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abstract = "A transition-metal-free catalytic system was designed to address the dehydrative cross-coupling of unactivated primary/secondary alcohols with amines/amides under environmentally benign conditions. Mg2+ and counteranion (PF6-) worked synergistically to realize C-OH bond cleavage and concomitant C-N bond formation. A wide range of allylic alcohols and amines/amides were tolerated well in this transformation, which allowed C-N bond construction with high efficiency.",

author = "Huicong Xing and Meijuan Chen and Dong Zhang and Zhishuai Geng and Peizhong Xie and Loh, {Teck Peng}",

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T1 - Dehydrative Cross-Coupling for C-N Bond Construction under Transition-Metal-Free Conditions

AU - Xing, Huicong

AU - Chen, Meijuan

AU - Zhang, Dong

AU - Geng, Zhishuai

AU - Xie, Peizhong

AU - Loh, Teck Peng

PY - 2022/8/12

Y1 - 2022/8/12

N2 - A transition-metal-free catalytic system was designed to address the dehydrative cross-coupling of unactivated primary/secondary alcohols with amines/amides under environmentally benign conditions. Mg2+ and counteranion (PF6-) worked synergistically to realize C-OH bond cleavage and concomitant C-N bond formation. A wide range of allylic alcohols and amines/amides were tolerated well in this transformation, which allowed C-N bond construction with high efficiency.

AB - A transition-metal-free catalytic system was designed to address the dehydrative cross-coupling of unactivated primary/secondary alcohols with amines/amides under environmentally benign conditions. Mg2+ and counteranion (PF6-) worked synergistically to realize C-OH bond cleavage and concomitant C-N bond formation. A wide range of allylic alcohols and amines/amides were tolerated well in this transformation, which allowed C-N bond construction with high efficiency.

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U2 - 10.1021/acs.orglett.2c01902

DO - 10.1021/acs.orglett.2c01902

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JF - Organic Letters

IS - 31

ER -

Dehydrative Cross-Coupling for C-N Bond Construction under Transition-Metal-Free Conditions

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