Literature DB >> 30985842

A 'sulfonyl-azide-free' (SAFE) aqueous-phase diazo transfer reaction for parallel and diversity-oriented synthesis.

Dmitry Dar'in1, Grigory Kantin1, Mikhail Krasavin1.   

Abstract

Diazo transfer reactions are notoriously associated with the use of potentially explosive sulfonyl azides. The first 'sulfonyl-azide-free' (SAFE) protocol for producing diazo compounds from their active-methylene precursors via the Regitz diazo transfer reaction was developed and has displayed a remarkable substrate scope. It can be applied to generating arrays of diazo compounds for further evolution via combinatorial chemistry and a range of scaffold-generating transformations.

Entities:  

Year:  2019        PMID： 30985842     DOI： 10.1039/c9cc02042j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

1.  4-Benzylideneisoquinoline-1,3(2H,4H)-diones as tyrosyl DNA phosphodiesterase 2 (TDP2) inhibitors.

Authors:  Sameera Senaweera; Tianyu He; Haixi Cui; Hideki Aihara; Zhengqiang Wang
Journal:  Med Chem Res       Date:  2020-11-19       Impact factor: 1.965

2.  Facile and diastereoselective arylation of the privileged 1,4-dihydroisoquinolin-3(2H)-one scaffold.

Authors:  Dmitry Dar'in; Grigory Kantin; Alexander Bunev; Mikhail Krasavin
Journal:  Beilstein J Org Chem       Date:  2022-08-22       Impact factor: 2.544

3.  RhII -Catalyzed De-symmetrization of Ethane-1,2-dithiol and Propane-1,3-dithiol Yields Metallo-β-lactamase Inhibitors.

Authors:  Mikhail Krasavin; Daniil Zhukovsky; Igor Solovyev; Darina Barkhatova; Dmitry Dar'in; Denia Frank; Giada Martinelli; Lilia Weizel; Anna Proschak; Marco Rotter; Jan S Kramer; Steffen Brunst; Thomas A Wichelhaus; Ewgenij Proschak
Journal:  ChemMedChem       Date:  2021-08-03       Impact factor: 3.540

Review 4.  Generation of Tosyl Azide in Continuous Flow Using an Azide Resin, and Telescoping with Diazo Transfer and Rhodium Acetate-Catalyzed O-H Insertion.

Authors:  Rosella M O'Mahony; Denis Lynch; Katie S O'Callaghan; Stuart G Collins; Anita R Maguire
Journal:  Org Process Res Dev       Date:  2021-11-30       Impact factor: 3.317
  4 in total

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