Literature DB >> 18726020

Facile and highly efficient synthesis of fluorinated heterocycles via Prins cyclization in ionic liquid hydrogen fluoride salts.

Yuichiro Kishi1, Hirokatsu Nagura, Shinsuke Inagi, Toshio Fuchigami.   

Abstract

Prins cyclization of homoallylic alcohols, thiols, and amines with various aldehydes in an ionic liquid HF salt (Et(4)NF.5HF) afforded the corresponding 4-fluorinated heterocycles in excellent yields.

Entities:  

Year:  2008        PMID： 18726020     DOI： 10.1039/b806389c

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


  3 in total

1.  Lead Diversification through a Prins-Driven Macrocyclization Strategy: Application to C13-Diversified Bryostatin Analogues.

Authors:  Paul A Wender; Kelvin L Billingsley
Journal:  Synthesis (Stuttg)       Date:  2013       Impact factor: 3.157

2.  Prins fluorination cyclisations: Preparation of 4-fluoro-pyran and -piperidine heterocycles.

Authors:  Guillaume G Launay; Alexandra M Z Slawin; David O'Hagan
Journal:  Beilstein J Org Chem       Date:  2010-04-26       Impact factor: 2.883

3.  Access to benzo-fused nine-membered heterocyclic alkenes with a trifluoromethyl carbinol moiety via a double decarboxylative formal ring-expansion process under palladium catalysis.

Authors:  Pulakesh Das; Satoshi Gondo; Punna Nagender; Hiroto Uno; Etsuko Tokunaga; Norio Shibata
Journal:  Chem Sci       Date:  2018-02-23       Impact factor: 9.825
  3 in total

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