Literature DB >> 31686080

Divergent gold-catalysed reactions of cyclopropenylmethyl sulfonamides with tethered heteroaromatics.

Melanie A Drew1, Sebastian Arndt, Christopher Richardson, Matthias Rudolph, A Stephen K Hashmi, Christopher J T Hyland.   

Abstract

Cyclopropenylmethyl sulfonamides with tethered heteroaromatics have been demonstrated to undergo divergent gold-catalysed cyclisation reactions. A formal dearomative (4+3) cycloaddition takes place with furan-tethered substrates, yielding densely functionalised 5,7-fused heterocycles related to the bioactive curcusone natural products. Indole-tethered substrates display divergent reactivity giving biologically important tetrahydro-β-carbolines via a Friedel-Crafts mechanism.

Entities:  

Year:  2019        PMID: 31686080     DOI: 10.1039/c9cc06241f

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


  4 in total

1.  NHC-Ni(II)-catalyzed cyclopropene-isocyanide [5 + 1] benzannulation.

Authors:  Jian-Qiang Huang; Meng Yu; Xuefeng Yong; Chun-Yu Ho
Journal:  Nat Commun       Date:  2022-07-16       Impact factor: 17.694

Review 2.  Recent Advances on Synthetic Methodology Merging C-H Functionalization and C-C Cleavage.

Authors:  Hamid Azizollahi; José-Antonio García-López
Journal:  Molecules       Date:  2020-12-13       Impact factor: 4.411

3.  Assembly of Complex 1,4-Cycloheptadienes by (4+3) Cycloaddition of Rhodium(II) and Gold(I) Non-Acceptor Carbenes.

Authors:  Helena Armengol-Relats; Mauro Mato; Antonio M Echavarren
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-24       Impact factor: 15.336

4.  Rhodium-catalysed tetradehydro-Diels-Alder reactions of enediynes via a rhodium-stabilized cyclic allene.

Authors:  Srinivas Thadkapally; Kaveh Farshadfar; Melanie A Drew; Christopher Richardson; Alireza Ariafard; Stephen G Pyne; Christopher J T Hyland
Journal:  Chem Sci       Date:  2020-09-04       Impact factor: 9.825

  4 in total

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