A practical and efficient method for late-stage deuteration of terminal alkynes with silver salt as catalyst

Ding Chuan Wu; Jing Wen Bai; Lei Guo; Guang Qi Hu; Kai Hui Liu; Fei Fei Sheng; Hong Hai Zhang; Zheng Yi Sun; Kang Shen; Xiang Liu

doi:10.1016/j.tetlet.2020.152807

A practical and efficient method for late-stage deuteration of terminal alkynes with silver salt as catalyst

Ding Chuan Wu, Jing Wen Bai, Lei Guo, Guang Qi Hu, Kai Hui Liu, Fei Fei Sheng, Hong Hai Zhang, Zheng Yi Sun, Kang Shen, Xiang Liu

School of energy science and engineering

Nanjing Tech University

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

14 Scopus citations

Abstract

A practical and efficient H/D exchange method for selective deuteration of terminal alkynes was disclosed. The reaction was simply performed with CF₃COOAg as catalyst at room temperature, affording products with high level of deuterium incorporation. The excellent site-selectivity and promising functional group tolerance of this protocol enabled deuteration of pharmaceuticals and nature product derivatives.

Original language	English
Article number	152807
Journal	Tetrahedron Letters
Volume	66
DOIs	https://doi.org/10.1016/j.tetlet.2020.152807
State	Published - 2 Mar 2021

Keywords

Late-stage deuteration
Silver salt
Terminal alkyne

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10.1016/j.tetlet.2020.152807

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title = "A practical and efficient method for late-stage deuteration of terminal alkynes with silver salt as catalyst",

abstract = "A practical and efficient H/D exchange method for selective deuteration of terminal alkynes was disclosed. The reaction was simply performed with CF3COOAg as catalyst at room temperature, affording products with high level of deuterium incorporation. The excellent site-selectivity and promising functional group tolerance of this protocol enabled deuteration of pharmaceuticals and nature product derivatives.",

keywords = "Late-stage deuteration, Silver salt, Terminal alkyne",

author = "Wu, {Ding Chuan} and Bai, {Jing Wen} and Lei Guo and Hu, {Guang Qi} and Liu, {Kai Hui} and Sheng, {Fei Fei} and Zhang, {Hong Hai} and Sun, {Zheng Yi} and Kang Shen and Xiang Liu",

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doi = "10.1016/j.tetlet.2020.152807",

language = "英语",

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T1 - A practical and efficient method for late-stage deuteration of terminal alkynes with silver salt as catalyst

AU - Wu, Ding Chuan

AU - Bai, Jing Wen

AU - Guo, Lei

AU - Hu, Guang Qi

AU - Liu, Kai Hui

AU - Sheng, Fei Fei

AU - Zhang, Hong Hai

AU - Sun, Zheng Yi

AU - Shen, Kang

AU - Liu, Xiang

PY - 2021/3/2

Y1 - 2021/3/2

N2 - A practical and efficient H/D exchange method for selective deuteration of terminal alkynes was disclosed. The reaction was simply performed with CF3COOAg as catalyst at room temperature, affording products with high level of deuterium incorporation. The excellent site-selectivity and promising functional group tolerance of this protocol enabled deuteration of pharmaceuticals and nature product derivatives.

AB - A practical and efficient H/D exchange method for selective deuteration of terminal alkynes was disclosed. The reaction was simply performed with CF3COOAg as catalyst at room temperature, affording products with high level of deuterium incorporation. The excellent site-selectivity and promising functional group tolerance of this protocol enabled deuteration of pharmaceuticals and nature product derivatives.

KW - Late-stage deuteration

KW - Silver salt

KW - Terminal alkyne

UR - http://www.scopus.com/inward/record.url?scp=85101041210&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2020.152807

DO - 10.1016/j.tetlet.2020.152807

M3 - 文章

AN - SCOPUS:85101041210

SN - 0040-4039

VL - 66

JO - Tetrahedron Letters

JF - Tetrahedron Letters

M1 - 152807

ER -

A practical and efficient method for late-stage deuteration of terminal alkynes with silver salt as catalyst

Abstract

Keywords

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