Literature DB >> 33520000

Facile preparation and conversion of 4,4,4-trifluorobut-2-yn-1-ones to aromatic and heteroaromatic compounds.

Takashi Yamazaki1, Yoh Nakajima1, Minato Iida1, Tomoko Kawasaki-Takasuka1.   

Abstract

The concise preparation of 4,4,4-trifluorobut-2-yn-1-ones by the oxidation of the readily accessible corresponding propargylic alcohols as well as their utilization as Michael acceptors for the construction of aromatic and heteroaromatic compounds are reported.
Copyright © 2021, Yamazaki et al.; licensee Beilstein-Institut.

Entities:  

Keywords:  CF3-containing propargylic alcohols; CF3-containing ynones; oxidation; pyrimidines; salicylate derivatives

Year:  2021        PMID: 33520000      PMCID: PMC7814177          DOI: 10.3762/bjoc.17.14

Source DB:  PubMed          Journal:  Beilstein J Org Chem        ISSN: 1860-5397            Impact factor:   2.883


  16 in total

1.  Borazine-CF3- Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation.

Authors:  Jacob B Geri; Michael M Wade Wolfe; Nathaniel K Szymczak
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-09       Impact factor: 15.336

2.  Application of Mitsunobu reagents to redox isomerization of CF3-containing propargylic alcohols to (E)-α,β-enones.

Authors:  Yohsuke Watanabe; Takashi Yamazaki
Journal:  J Org Chem       Date:  2011-02-23       Impact factor: 4.354

Review 3.  Fluorine-Containing Drugs Approved by the FDA in 2018.

Authors:  Haibo Mei; Jianlin Han; Santos Fustero; Mercedes Medio-Simon; Daniel M Sedgwick; Claudio Santi; Renzo Ruzziconi; Vadim A Soloshonok
Journal:  Chemistry       Date:  2019-07-08       Impact factor: 5.236

4.  Electronically promoted Payne rearrangement of 3-CF3-2,3-epoxyalcohols.

Authors:  Takashi Yamazaki; Tatsuro Ichige; Tomoya Kitazume
Journal:  Org Lett       Date:  2004-10-28       Impact factor: 6.005

5.  Discovery of 2-aminobuta-1,3-enynes in asymmetric organocascade catalysis: construction of drug-like spirocyclic cyclohexanes having five to six contiguous stereocenters.

Authors:  Dhevalapally B Ramachary; Chintalapudi Venkaiah; Patoju Murali Krishna
Journal:  Chem Commun (Camb)       Date:  2012-01-18       Impact factor: 6.222

6.  Rhodium(i)-catalysed intermolecular alkyne insertion into (2-pyridylmethylene)cyclobutenes.

Authors:  Takanori Matsuda; Takeshi Matsumoto
Journal:  Org Biomol Chem       Date:  2016-05-19       Impact factor: 3.876

Review 7.  Fluorine in pharmaceutical industry: fluorine-containing drugs introduced to the market in the last decade (2001-2011).

Authors:  Jiang Wang; María Sánchez-Roselló; José Luis Aceña; Carlos del Pozo; Alexander E Sorochinsky; Santos Fustero; Vadim A Soloshonok; Hong Liu
Journal:  Chem Rev       Date:  2013-12-03       Impact factor: 60.622

8.  Concise synthesis of chafurosides A and B.

Authors:  Takumi Furuta; Miho Nakayama; Hirotaka Suzuki; Hiroko Tajimi; Makoto Inai; Haruo Nukaya; Toshiyuki Wakimoto; Toshiyuki Kan
Journal:  Org Lett       Date:  2009-06-04       Impact factor: 6.005

9.  Pyrimidine as an Aryl C-H Activating Group.

Authors:  Sahaj Gupta; Jennifer A Melanson; Louis Vaillancourt; William A Nugent; Gerald J Tanoury; Gabriele Schatte; Victor Snieckus
Journal:  Org Lett       Date:  2018-06-13       Impact factor: 6.005

Review 10.  Contribution of Organofluorine Compounds to Pharmaceuticals.

Authors:  Munenori Inoue; Yuji Sumii; Norio Shibata
Journal:  ACS Omega       Date:  2020-04-22
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