Literature DB >> 23410220

Iridium-catalyzed selective α-alkylation of unactivated amides with primary alcohols.

Le Guo1, Yinghua Liu, Wubing Yao, Xuebing Leng, Zheng Huang.   

Abstract

The first α-alkylation of unactivated amides with primary alcohols is described. An effective and robust iridium pincer complex has been developed for selective α-alkylation of tertiary and secondary acetamides involving a "borrowing hydrogen" methodology. The method is compatible with alcohols bearing various functional groups. This presents a convenient and environmentally benign protocol for α-alkylation of amides.

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Year:  2013        PMID: 23410220     DOI: 10.1021/ol400360g

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

Review 1.  Borrowing Hydrogen for Organic Synthesis.

Authors:  Benjamin G Reed-Berendt; Daniel E Latham; Mubarak B Dambatta; Louis C Morrill
Journal:  ACS Cent Sci       Date:  2021-03-25       Impact factor: 14.553

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

Authors:  Subrata Chakraborty; Prosenjit Daw; Yehoshoa Ben David; David Milstein
Journal:  ACS Catal       Date:  2018-10-02       Impact factor: 13.084

  2 in total

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