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铁催化串联三组分烷基化反应:合成α-甲基取代酮类化合物

Iron-Catalyzed Tandem Three-Component Alkylation: Access to α-Methylated Substituted Ketones.

作者信息

Bettoni Léo, Seck Charlotte, Mbaye Mbaye Diagne, Gaillard Sylvain, Renaud Jean-Luc

机构信息

Normandie Université, LCMT, ENSICAEN, UNICAEN, CNRS, 6 boulevard du Maréchal Juin , Caen 14000 , France.

Université Assane Seck de Ziguinchor , Ziguinchor BP 523 , Sénégal.

出版信息

Org Lett. 2019 May 3;21(9):3057-3061. doi: 10.1021/acs.orglett.9b00630. Epub 2019 Apr 24.

Abstract

The borrowing hydrogen strategy has been applied in the synthesis of α-branched methylated ketones via a tandem three-component reaction catalyzed by a diaminocyclopentadienone iron tricarbonyl complex. Various alkyl and aromatic methyl ketones underwent dialkylation with various primary alcohols and methanol as alkylating agents in mild reaction conditions and good yields. Deuterium labeling experiments suggested that the benzylic alcohol was the hydrogen source in this tandem process.

摘要

借氢策略已应用于通过二氨基环戊二烯酮三羰基铁配合物催化的串联三组分反应合成α-支链甲基化酮。在温和的反应条件下,各种烷基和芳基甲基酮与各种伯醇和甲醇作为烷基化剂进行二烷基化反应,产率良好。氘标记实验表明,苄醇是该串联过程中的氢源。

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