Base-Induced Highly Regioselective Synthesis of N2-Substituted 1,2,3-Triazoles under Mild Conditions in Air

Jian Ji; Cong Guan; Qinghua Wei; Xuwen Chen; Yun Zhao; Shunying Liu

doi:10.1021/acs.orglett.1c03743

Base-Induced Highly Regioselective Synthesis of N²-Substituted 1,2,3-Triazoles under Mild Conditions in Air

Jian Ji
, Cong Guan
, Qinghua Wei
, Xuwen Chen
, Yun Zhao
, Shunying Liu^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

22 引用（Scopus）

摘要

We developed a highly regioselective base-induced synthesis of N²-substituted 1,2,3-triazoles from N-sulfonyl-1,2,3-triazoles and alkyl bromides/alkyl iodides at room temperature. We propose an S_N2-like mechanistic pathway to explain the high N²-regioselectivity. The protocol features a broad substrate scope and generates products in good to excellent yields (72–90%).

源语言	英语
页（从-至）	132-136
页数	5
期刊	Organic Letters
卷	24
期	1
DOI	https://doi.org/10.1021/acs.orglett.1c03743
出版状态	已出版 - 14 1月 2022

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10.1021/acs.orglett.1c03743

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abstract = "We developed a highly regioselective base-induced synthesis of N2-substituted 1,2,3-triazoles from N-sulfonyl-1,2,3-triazoles and alkyl bromides/alkyl iodides at room temperature. We propose an SN2-like mechanistic pathway to explain the high N2-regioselectivity. The protocol features a broad substrate scope and generates products in good to excellent yields (72–90\%).",

author = "Jian Ji and Cong Guan and Qinghua Wei and Xuwen Chen and Yun Zhao and Shunying Liu",

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T1 - Base-Induced Highly Regioselective Synthesis of N2-Substituted 1,2,3-Triazoles under Mild Conditions in Air

AU - Ji, Jian

AU - Guan, Cong

AU - Wei, Qinghua

AU - Chen, Xuwen

AU - Zhao, Yun

AU - Liu, Shunying

PY - 2022/1/14

Y1 - 2022/1/14

N2 - We developed a highly regioselective base-induced synthesis of N2-substituted 1,2,3-triazoles from N-sulfonyl-1,2,3-triazoles and alkyl bromides/alkyl iodides at room temperature. We propose an SN2-like mechanistic pathway to explain the high N2-regioselectivity. The protocol features a broad substrate scope and generates products in good to excellent yields (72–90%).

AB - We developed a highly regioselective base-induced synthesis of N2-substituted 1,2,3-triazoles from N-sulfonyl-1,2,3-triazoles and alkyl bromides/alkyl iodides at room temperature. We propose an SN2-like mechanistic pathway to explain the high N2-regioselectivity. The protocol features a broad substrate scope and generates products in good to excellent yields (72–90%).

UR - https://www.scopus.com/pages/publications/85122020756

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DO - 10.1021/acs.orglett.1c03743

M3 - 文章

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AN - SCOPUS:85122020756

SN - 1523-7060

VL - 24

SP - 132

EP - 136

JO - Organic Letters

JF - Organic Letters

IS - 1

ER -

Base-Induced Highly Regioselective Synthesis of N2-Substituted 1,2,3-Triazoles under Mild Conditions in Air

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Base-Induced Highly Regioselective Synthesis of N²-Substituted 1,2,3-Triazoles under Mild Conditions in Air