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用于制备吡唑并稠合氧桥恶唑嗪的重氮酰亚胺与亚烷基吡唑啉酮的非对映选择性串联环化反应

Diastereoselective Cascade Cyclization of Diazoimides with Alkylidene Pyrazolones for Preparation of Pyrazole-Fused Oxa-Bridged Oxazocines.

作者信息

Wang Kuo, Zhang Yue, Cai Lu-Yu, Song Xiu-Qing, Wang Chen, Zhang Jia-Rui, Pan Yi-Fan, Zhao Hong-Wu

机构信息

College of Life Science and Bio-Engineering, Beijing University of Technology, No.100 Pingleyuan, Chaoyang District, Beijing 100124, China.

出版信息

Molecules. 2023 Oct 10;28(20):7021. doi: 10.3390/molecules28207021.

DOI:10.3390/molecules28207021
PMID:37894500
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10609588/
Abstract

Under the catalysis of Rh(OAc) (10 mol%) and binapbisphosphine ligand (±)- (20 mol%) in DCE at 80 °C, the cascade cyclization of diazoimides with alkylidenepyrazolones underwent stereoselectively (dr > 20:1), affording pyrazole-fused oxa-bridged oxazocines in reasonable chemical yields. The chemical structure and relative configuration of title products were firmly identified by X-ray diffraction analysis.

摘要

在80℃下,于二氯乙烷中,在Rh(OAc)(10摩尔%)和联萘双膦配体(±)-(20摩尔%)的催化下,重氮酰亚胺与亚烷基吡唑啉酮的串联环化反应立体选择性地进行(非对映体过量比>20:1),以合理的化学产率得到吡唑稠合的氧桥连恶唑并环辛烷。通过X射线衍射分析确定了标题产物的化学结构和相对构型。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b96/10609588/c9d6ac545e8f/molecules-28-07021-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b96/10609588/1db94c795259/molecules-28-07021-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b96/10609588/3481cdf0f227/molecules-28-07021-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b96/10609588/c9d6ac545e8f/molecules-28-07021-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b96/10609588/1db94c795259/molecules-28-07021-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b96/10609588/3481cdf0f227/molecules-28-07021-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b96/10609588/c9d6ac545e8f/molecules-28-07021-sch003.jpg

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