Literature DB >> 22418863

Selective deuteration of (hetero)aromatic compounds via deutero-decarboxylation of carboxylic acids.

Rachel Grainger1, Arif Nikmal, Josep Cornella, Igor Larrosa.   

Abstract

A practical, mild and highly selective protocol for the monodeuteration of a variety of arenes and heteroarenes is presented. Catalytic amounts of Ag(I) salts in DMSO/D(2)O are shown to facilitate the deutero-decarboxylation of ortho-substituted benzoic and heteroaromatic α-carboxylic acids in high yields with excellent levels of deuterium incorporation. This journal is © The Royal Society of Chemistry 2012

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Year:  2012        PMID: 22418863     DOI: 10.1039/c2ob25157d

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


  6 in total

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Authors:  Ravikrishna Vallakati; Abel T Plotnikov; Ryan A Altman
Journal:  Tetrahedron       Date:  2019-02-26       Impact factor: 2.457

2.  Harnessing C-H Borylation/Deborylation for Selective Deuteration, Synthesis of Boronate Esters, and Late Stage Functionalization.

Authors:  Venkata A Kallepalli; Kristin A Gore; Feng Shi; Luis Sanchez; Ghayoor A Chotana; Susanne L Miller; Robert E Maleczka; Milton R Smith
Journal:  J Org Chem       Date:  2015-08-07       Impact factor: 4.354

3.  Room-Temperature Direct β-Arylation of Thiophenes and Benzo[b]thiophenes and Kinetic Evidence for a Heck-type Pathway.

Authors:  Chiara Colletto; Saidul Islam; Francisco Juliá-Hernández; Igor Larrosa
Journal:  J Am Chem Soc       Date:  2016-01-28       Impact factor: 15.419

4.  Transition-Metal-Free Decarboxylative Iodination: New Routes for Decarboxylative Oxidative Cross-Couplings.

Authors:  Gregory J P Perry; Jacob M Quibell; Adyasha Panigrahi; Igor Larrosa
Journal:  J Am Chem Soc       Date:  2017-08-08       Impact factor: 15.419

5.  Hydro/Deutero Deamination of Arylazo Sulfones under Metal- and (Photo)Catalyst-Free Conditions.

Authors:  Hawraz I M Amin; Carlotta Raviola; Ahmed A Amin; Barbara Mannucci; Stefano Protti; Maurizio Fagnoni
Journal:  Molecules       Date:  2019-06-08       Impact factor: 4.411

6.  Light-driven decarboxylative deuteration enabled by a divergently engineered photodecarboxylase.

Authors:  Jian Xu; Jiajie Fan; Yujiao Lou; Weihua Xu; Zhiguo Wang; Danyang Li; Haonan Zhou; Xianfu Lin; Qi Wu
Journal:  Nat Commun       Date:  2021-06-25       Impact factor: 14.919

  6 in total

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