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流动化学作为一种用于实现sp-sp交叉偶联反应重氮化合物的发现工具。

Flow chemistry as a discovery tool to access sp-sp cross-coupling reactions diazo compounds.

作者信息

Tran Duc N, Battilocchio Claudio, Lou Shing-Bong, Hawkins Joel M, Ley Steven V

机构信息

Innovative Technology Centre , Department of Chemistry University of Cambridge , Lensfield Road , Cambridge , CB2 1EW , UK . Email:

Pfizer Worldwide Research and Development , Eastern Point Road , Groton , CT 06340 , USA.

出版信息

Chem Sci. 2015 Feb 1;6(2):1120-1125. doi: 10.1039/c4sc03072a. Epub 2014 Nov 7.

DOI:10.1039/c4sc03072a
PMID:29560199
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5811102/
Abstract

The work takes advantage of an important feature of flow chemistry, whereby the generation of a transient species (or reactive intermediate) can be followed by a transfer step into another chemical environment, before the intermediate is reacted with a coupling partner. This concept is successfully applied to achieve a room temperature sp-sp cross coupling of boronic acids with diazo compounds, these latter species being generated from hydrazones under flow conditions using MnO as the oxidant.

摘要

这项工作利用了流动化学的一个重要特性,即瞬态物种(或反应中间体)生成后,在中间体与偶联伙伴反应之前,可以通过转移步骤进入另一种化学环境。这一概念已成功应用于实现硼酸与重氮化合物在室温下的sp-sp交叉偶联,后者是在流动条件下以MnO为氧化剂由腙生成的。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/6d977b89e429/c4sc03072a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/aa26a9965b08/c4sc03072a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/cd0ae5a2d91f/c4sc03072a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/ca2e00ecbffe/c4sc03072a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/3f586328c5b2/c4sc03072a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/7b5482b9a26b/c4sc03072a-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/4e5d0a8ef9de/c4sc03072a-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/fd33f5d7f503/c4sc03072a-s7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/6d977b89e429/c4sc03072a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/aa26a9965b08/c4sc03072a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/cd0ae5a2d91f/c4sc03072a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/ca2e00ecbffe/c4sc03072a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/3f586328c5b2/c4sc03072a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/7b5482b9a26b/c4sc03072a-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/4e5d0a8ef9de/c4sc03072a-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/fd33f5d7f503/c4sc03072a-s7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/83fa/5811102/6d977b89e429/c4sc03072a-f1.jpg

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