Literature DB >> 27108786

PIDA-I2 mediated direct vicinal difunctionalization of olefins: iodoazidation, iodoetherification and iodoacyloxylation.

Tapas Kumar Achar1, Saikat Maiti1, Prasenjit Mal1.   

Abstract

Iodinium cation (I(+) or IOAc) was produced from the combination of phenyliodine diacetate (PIDA) and iodine. I(+) facilitated the direct vicinal difunctionalization of olefins to α-azido, α-trideuteriomethoxy, α-2,2,2-trifluoroethoxy and α-acyloxy alkyl iodides via cation-π interaction at room temperature and under transition-metal free conditions.

Entities:  

Year:  2016        PMID: 27108786     DOI: 10.1039/c6ob00532b

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


  2 in total

1.  Enantioselective iodolactonization to prepare ε-lactone rings using hypervalent iodine.

Authors:  Jenna L Payne; Zihang Deng; Andrew L Flach; Jeffrey N Johnston
Journal:  Chem Sci       Date:  2022-06-08       Impact factor: 9.969

2.  Hypervalent iodine compounds for anti-Markovnikov-type iodo-oxyimidation of vinylarenes.

Authors:  Igor B Krylov; Stanislav A Paveliev; Mikhail A Syroeshkin; Alexander A Korlyukov; Pavel V Dorovatovskii; Yan V Zubavichus; Gennady I Nikishin; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2018-08-16       Impact factor: 2.883

  2 in total

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