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锰催化的酮、酯和酰胺与醇的α-烷基化反应

Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols.

作者信息

Chakraborty Subrata, Daw Prosenjit, Ben David Yehoshoa, Milstein David

机构信息

Department of Organic Chemistry, Weizmann Institute of Science, Rehovot, 76100, Israel.

出版信息

ACS Catal. 2018 Nov 2;8(11):10300-10305. doi: 10.1021/acscatal.8b03720. Epub 2018 Oct 2.

DOI:10.1021/acscatal.8b03720
PMID:31007965
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6466737/
Abstract

Herein we report the manganese-catalyzed C-C bond-forming reactions via α-alkylation of ketones, amides, and esters, using primary alcohols. β-Alkylation of secondary alcohols by primary alcohols to obtain α-alkylated ketones is also reported. The reactions are catalyzed by a ( Pr-PNP)Mn(H)(CO) pincer complex under mild conditions in the presence of (catalytic) base liberating water (and H in the case of secondary alcohol alkylation) as the sole byproduct.

摘要

在此，我们报道了通过酮、酰胺和酯的α-烷基化反应，使用伯醇进行锰催化的C-C键形成反应。还报道了伯醇对仲醇进行β-烷基化以获得α-烷基化酮的反应。这些反应在温和条件下，由( Pr-PNP)Mn(H)(CO)钳形配合物催化，在（催化量的）碱存在下进行，以水（在仲醇烷基化的情况下为H）作为唯一副产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/f82731deb3dd/cs-2018-03720k_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/f5fb41fa509d/cs-2018-03720k_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/abcd48c6fff6/cs-2018-03720k_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/af240000ec57/cs-2018-03720k_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/d52b24055735/cs-2018-03720k_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/f82731deb3dd/cs-2018-03720k_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/f5fb41fa509d/cs-2018-03720k_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/abcd48c6fff6/cs-2018-03720k_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/af240000ec57/cs-2018-03720k_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/d52b24055735/cs-2018-03720k_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1622/6466737/f82731deb3dd/cs-2018-03720k_0005.jpg

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