Literature DB >> 21796313

Copper-catalyzed reductive coupling of tosylhydrazones with amines: a convenient route to α-branched amines.

Abdallah Hamze1, Bret Tréguier, Jean-Daniel Brion, Mouâd Alami.   

Abstract

A general procedure for the reductive coupling of N-tosylhydrazones with amines in the presence of Cu(acac)(2) and Cs(2)CO(3) has been developed. The protocol is very effective and chemoselective with various primary and secondary aliphatic amines, aminoalcohols as well as azole derivatives to give α-branched amines in good yields.

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Year:  2011        PMID: 21796313     DOI: 10.1039/c1ob05664f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  5 in total

1.  Umpolung Synthesis of Diarylmethylamines via Palladium-Catalyzed Arylation of N-Benzyl Aldimines.

Authors:  Minyan Li; Baris Yucel; Jacqueline Jiménez; Madeline Rotella; Yue Fu; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2016-05-12       Impact factor: 5.837

2.  Stable group 8 metal porphyrin mono- and bis(dialkylcarbene) complexes: synthesis, characterization, and catalytic activity.

Authors:  Hai-Xu Wang; Qingyun Wan; Kam-Hung Low; Cong-Ying Zhou; Jie-Sheng Huang; Jun-Long Zhang; Chi-Ming Che
Journal:  Chem Sci       Date:  2019-12-31       Impact factor: 9.825

3.  [2 + 2 + 1] Cycloaddition of N-tosylhydrazones, tert-butyl nitrite and alkenes: a general and practical access to isoxazolines.

Authors:  Liang Ma; Feng Jin; Xionglve Cheng; Suyan Tao; Gangzhong Jiang; Xingxing Li; Jinwei Yang; Xiaoguang Bao; Xiaobing Wan
Journal:  Chem Sci       Date:  2021-06-22       Impact factor: 9.825

Review 4.  Transition Metal Catalyzed Insertion Reactions with Donor/Donor Carbenes.

Authors:  Benjamin D Bergstrom; Leslie A Nickerson; Jared T Shaw; Lucas W Souza
Journal:  Angew Chem Int Ed Engl       Date:  2020-10-06       Impact factor: 16.823

5.  Enantioselective intramolecular C-H insertion reactions of donor-donor metal carbenoids.

Authors:  Cristian Soldi; Kellan N Lamb; Richard A Squitieri; Marcos González-López; Michael J Di Maso; Jared T Shaw
Journal:  J Am Chem Soc       Date:  2014-10-21       Impact factor: 15.419

  5 in total

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