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

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 - Aug 12 2022
Externally published	Yes

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Publisher Copyright:
© 2022 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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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.",

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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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JO - Organic Letters

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ER -

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

Abstract

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