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无催化剂合成与碘催化相结合：二氢呋喃并嘧啶和螺二氢呋喃并嘧啶吡唑啉酮的一锅法合成

Merging catalyst-free synthesis and iodine catalysis: one-pot synthesis of dihydrofuropyrimidines and spirodihydrofuropyrimidine pyrazolones.

作者信息

Zheng Ya-Yun, Feng Kai-Xiang, Xia Ai-Bao, Liu Jie, Tang Cheng-Ke, Zhou Zhan-Yu, Xu Dan-Qian

机构信息

Catalytic Hydrogenation Research Centre, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology Hangzhou 310014 China

出版信息

RSC Adv. 2019 Mar 27;9(17):9770-9776. doi: 10.1039/c9ra01665a. eCollection 2019 Mar 22.

DOI:10.1039/c9ra01665a
PMID:35520709
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9062170/
Abstract

A new and efficient one-pot strategy combining catalyst-free synthesis and iodine catalysis has been developed for the synthesis of dihydrofuropyrimidines and spirodihydrofuropyrimidine pyrazolones. This approach affords products in moderate to high yields (up to 96%) with excellent diastereoselectivities (up to >25 : 1 dr). The reaction is simple to carry out and is metal-free.

摘要

一种结合无催化剂合成和碘催化的新型高效一锅法策略已被开发用于合成二氢呋喃并嘧啶和螺二氢呋喃并嘧啶吡唑啉酮。该方法以中等至高产率（高达96%）提供产物，具有优异的非对映选择性（高达>25:1 dr）。该反应易于进行且无金属。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91b1/9062170/7c2d4b7f5117/c9ra01665a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91b1/9062170/4827b042646d/c9ra01665a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91b1/9062170/46b58cd8fd9f/c9ra01665a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91b1/9062170/ed6ab817554e/c9ra01665a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91b1/9062170/7c2d4b7f5117/c9ra01665a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91b1/9062170/4827b042646d/c9ra01665a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91b1/9062170/46b58cd8fd9f/c9ra01665a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91b1/9062170/ed6ab817554e/c9ra01665a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/91b1/9062170/7c2d4b7f5117/c9ra01665a-s4.jpg

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本文引用的文献

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Org Lett. 2018 Sep 21;20(18):5840-5844. doi: 10.1021/acs.orglett.8b02525. Epub 2018 Sep 7.
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Discovery of novel Syk/PDGFR-α/c-Kit inhibitors as multi-targeting drugs to treat rheumatoid arthritis.发现新型 Syk/PDGFR-α/c-Kit 抑制剂作为治疗类风湿关节炎的多靶点药物。
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Advances in Synthetic Applications of Hypervalent Iodine Compounds.
高价碘化合物的合成应用进展。
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4-Aminoindazolyl-dihydrofuro[3,4-d]pyrimidines as non-covalent inhibitors of mutant epidermal growth factor receptor tyrosine kinase.4-氨基吲唑基-二氢呋喃并[3,4-d]嘧啶作为突变型表皮生长因子受体酪氨酸激酶的非共价抑制剂
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