Literature DB >> 28841312

Hypervalent Iodonium Alkynyl Triflate Generated Phenylcyanocarbene and Its Reactivity with Aromatic Systems.

Mohammed H Al-Huniti1, Zachary B Sullivan1, Jarrod L Stanley1, James A Carson1, I F Dempsey Hyatt2, A Christina Hairston1, Mitchell P Croatt1.   

Abstract

Phenylcyanocarbene was generated by the reaction of azide with a hypervalent iodonium alkynyl triflate and reacted in situ with 21 different carbocyclic and heterocyclic aromatic compounds. These reactions led to more complex products that frequently underwent subsequent rearrangements. The reactivity was further explored in a mechanistic study to ascertain the chemoselectivity and stereospecificity.

Entities:  

Year:  2017        PMID: 28841312     DOI: 10.1021/acs.joc.7b01608

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


  2 in total

1.  About the selectivity and reactivity of active nickel electrodes in C-C coupling reactions.

Authors:  Sebastian B Beil; Manuel Breiner; Lara Schulz; Aaron Schüll; Timo Müller; Dieter Schollmeyer; Alexander Bomm; Michael Holtkamp; Uwe Karst; Wolfgang Schade; Siegfried R Waldvogel
Journal:  RSC Adv       Date:  2020-04-08       Impact factor: 3.361

2.  Dearomative Ring Expansion of Polycyclic Arenes.

Authors:  Paolo Piacentini; Tanner W Bingham; David Sarlah
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-26       Impact factor: 16.823

  2 in total

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