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内酰胺的高度区域选择性合成——α,β-不饱和酮、酮酰胺和作为催化剂的DBU的串联反应。

Highly regioselective synthesis of lactams cascade reaction of α,β-unsaturated ketones, ketoamides, and DBU as a catalyst.

作者信息

Qin Xin, Zhang Jinhai, Wang Zhan-Yong, Song Yimei, Yang Yixiao, Zhang Wenhai, Liu Hongxin

机构信息

College of Chemistry and Materials Engineering, Wenzhou University Wenzhou 325035 P. R. China

Institute of New Materials & Industrial Technology, Wenzhou University Wenzhou 325035 P. R. China.

出版信息

RSC Adv. 2023 Feb 6;13(7):4782-4786. doi: 10.1039/d2ra07117g. eCollection 2023 Jan 31.

DOI:10.1039/d2ra07117g
PMID:36760281
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9901288/
Abstract

Herein, the aldol/Michael cascade reaction on the β,γ-positions of α,β-unsaturated ketones with ketoamides to construct bicyclic lactams DBU catalysis has been developed. The substrates were well-tolerated with high regio- and diastereoselectivities in moderate to good yields (32 examples). The control experiments revealed that the hydrogen of the amide was the key factor.

摘要

在此，已开发出在α,β-不饱和酮的β,γ位上与酮酰胺进行羟醛/迈克尔串联反应以构建双环内酰胺的DBU催化方法。底物具有良好的耐受性，区域和非对映选择性高，产率中等至良好（32个实例）。对照实验表明，酰胺的氢是关键因素。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/166d97bbd4dc/d2ra07117g-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/652f75e3fd6a/d2ra07117g-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/aa62c78c3805/d2ra07117g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/354093bd92c8/d2ra07117g-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/5a90dd2feaed/d2ra07117g-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/166d97bbd4dc/d2ra07117g-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/652f75e3fd6a/d2ra07117g-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/aa62c78c3805/d2ra07117g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/354093bd92c8/d2ra07117g-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/5a90dd2feaed/d2ra07117g-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57ca/9901288/166d97bbd4dc/d2ra07117g-s4.jpg

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