Michael Addition Reaction Catalyzed by Imidazolium Chloride to Protect Amino Groups and Construct Medium Ring Heterocycles

An effective approach for amino protection and construction of a seven-membered ring has been developed. The method uses imidazolium chloride to carry out the Michael addition reaction at low temperatures and perform amino deprotection or construction of a seven-membered ring at high temperatures.

Bibliographic Details
Main Authors: Zeshu Dai, Qingqiang Tian, Yanwu Li, Suqin Shang, Wen Luo, Xuetong Wang, Dan Li, Ying Zhang, Zhiyao Li, Jianyong Yuan
Format: Article
Language:English
Published: MDPI AG 2019-11-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/23/4224
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spelling doaj-a83d9d5eb025475183658017c05877262020-11-25T01:58:53ZengMDPI AGMolecules1420-30492019-11-012423422410.3390/molecules24234224molecules24234224Michael Addition Reaction Catalyzed by Imidazolium Chloride to Protect Amino Groups and Construct Medium Ring HeterocyclesZeshu Dai0Qingqiang Tian1Yanwu Li2Suqin Shang3Wen Luo4Xuetong Wang5Dan Li6Ying Zhang7Zhiyao Li8Jianyong Yuan9Department of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaDepartment of Medicinal Chemistry, College of Pharmacy, Chongqing Medical University, Chongqing 400016, ChinaAn effective approach for amino protection and construction of a seven-membered ring has been developed. The method uses imidazolium chloride to carry out the Michael addition reaction at low temperatures and perform amino deprotection or construction of a seven-membered ring at high temperatures.https://www.mdpi.com/1420-3049/24/23/4224imidazolium chlorideamino protectionmichael addition reactionamino deprotectionsolvent-freeseven-membered ring
collection DOAJ
language English
format Article
sources DOAJ
author Zeshu Dai
Qingqiang Tian
Yanwu Li
Suqin Shang
Wen Luo
Xuetong Wang
Dan Li
Ying Zhang
Zhiyao Li
Jianyong Yuan
spellingShingle Zeshu Dai
Qingqiang Tian
Yanwu Li
Suqin Shang
Wen Luo
Xuetong Wang
Dan Li
Ying Zhang
Zhiyao Li
Jianyong Yuan
Michael Addition Reaction Catalyzed by Imidazolium Chloride to Protect Amino Groups and Construct Medium Ring Heterocycles
Molecules
imidazolium chloride
amino protection
michael addition reaction
amino deprotection
solvent-free
seven-membered ring
author_facet Zeshu Dai
Qingqiang Tian
Yanwu Li
Suqin Shang
Wen Luo
Xuetong Wang
Dan Li
Ying Zhang
Zhiyao Li
Jianyong Yuan
author_sort Zeshu Dai
title Michael Addition Reaction Catalyzed by Imidazolium Chloride to Protect Amino Groups and Construct Medium Ring Heterocycles
title_short Michael Addition Reaction Catalyzed by Imidazolium Chloride to Protect Amino Groups and Construct Medium Ring Heterocycles
title_full Michael Addition Reaction Catalyzed by Imidazolium Chloride to Protect Amino Groups and Construct Medium Ring Heterocycles
title_fullStr Michael Addition Reaction Catalyzed by Imidazolium Chloride to Protect Amino Groups and Construct Medium Ring Heterocycles
title_full_unstemmed Michael Addition Reaction Catalyzed by Imidazolium Chloride to Protect Amino Groups and Construct Medium Ring Heterocycles
title_sort michael addition reaction catalyzed by imidazolium chloride to protect amino groups and construct medium ring heterocycles
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2019-11-01
description An effective approach for amino protection and construction of a seven-membered ring has been developed. The method uses imidazolium chloride to carry out the Michael addition reaction at low temperatures and perform amino deprotection or construction of a seven-membered ring at high temperatures.
topic imidazolium chloride
amino protection
michael addition reaction
amino deprotection
solvent-free
seven-membered ring
url https://www.mdpi.com/1420-3049/24/23/4224
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AT qingqiangtian michaeladditionreactioncatalyzedbyimidazoliumchloridetoprotectaminogroupsandconstructmediumringheterocycles
AT yanwuli michaeladditionreactioncatalyzedbyimidazoliumchloridetoprotectaminogroupsandconstructmediumringheterocycles
AT suqinshang michaeladditionreactioncatalyzedbyimidazoliumchloridetoprotectaminogroupsandconstructmediumringheterocycles
AT wenluo michaeladditionreactioncatalyzedbyimidazoliumchloridetoprotectaminogroupsandconstructmediumringheterocycles
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AT yingzhang michaeladditionreactioncatalyzedbyimidazoliumchloridetoprotectaminogroupsandconstructmediumringheterocycles
AT zhiyaoli michaeladditionreactioncatalyzedbyimidazoliumchloridetoprotectaminogroupsandconstructmediumringheterocycles
AT jianyongyuan michaeladditionreactioncatalyzedbyimidazoliumchloridetoprotectaminogroupsandconstructmediumringheterocycles
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