Literature DB >> 18044916

Difluoromethyltrialkylammonium salts--their expeditious synthesis from chlorodifluoromethane and tertiary amines in the presence of concentrated aqueous sodium hydroxide. The catalytic process.

Ewelina Nawrot1, Andrzej Joñczyk.   

Abstract

We found that difluorocarbene generated from chlorodifluoromethane with 50% aqueous sodium hydroxide reacts with lipophilic tertiary amines 1a-g giving difluoromethyltrialkylammonium chlorides 2a-g in high yields. Similarly, difluoromethyltrialkylammonium iodides 3h-l, nitrates 4h-k, or isothiocyanates 5i,j were synthesized from hydrophilic tertiary amines 1h-l and the corresponding sodium or potassium salts. The process is catalytic with respect to the base used.

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Year:  2007        PMID: 18044916     DOI: 10.1021/jo701735n

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Chlorodifluoromethane-triggered formation of difluoromethylated arenes catalysed by palladium.

Authors:  Zhang Feng; Qiao-Qiao Min; Xia-Ping Fu; Lun An; Xingang Zhang
Journal:  Nat Chem       Date:  2017-03-14       Impact factor: 24.427

2.  Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel.

Authors:  Chang Xu; Wen-Hao Guo; Xu He; Yin-Long Guo; Xue-Ying Zhang; Xingang Zhang
Journal:  Nat Commun       Date:  2018-03-21       Impact factor: 14.919

3.  Chlorodifluoromethane as a C1 Synthon in the Assembly of N-Containing Compounds.

Authors:  Xingxing Ma; Jianke Su; Xingang Zhang; Qiuling Song
Journal:  iScience       Date:  2019-07-08

4.  Discovery of a synthesis method for a difluoroglycine derivative based on a path generated by quantum chemical calculations.

Authors:  Tsuyoshi Mita; Yu Harabuchi; Satoshi Maeda
Journal:  Chem Sci       Date:  2020-05-22       Impact factor: 9.825

  4 in total

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