Literature DB >> 25800679

Alkyl Aryl Ether Bond Formation with PhenoFluor.

Xiao Shen1, Constanze N Neumann, Claudia Kleinlein, Nathaniel W Goldberg, Tobias Ritter.   

Abstract

An alkyl aryl ether bond formation reaction between phenols and primary and secondary alcohols with PhenoFluor has been developed. The reaction features a broad substrate scope and tolerates many functional groups, and substrates that are challenging for more conventional ether bond forming processes may be coupled. A preliminary mechanistic study indicates reactivity distinct from conventional ether bond formation.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CO bond formation; Mitsunobu reaction; PhenoFluor; alkyl aryl ethers; fluorine

Mesh：

Substances：

Year:  2015        PMID： 25800679      PMCID： PMC4487836          DOI： 10.1002/anie.201500902

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  23 in total

1.  Mitsunobu and related reactions: advances and applications.

Authors:  K C Kumara Swamy; N N Bhuvan Kumar; E Balaraman; K V P Pavan Kumar
Journal:  Chem Rev       Date:  2009-06       Impact factor: 60.622

2.  Deoxyfluorination of phenols.

Authors:  Pingping Tang; Weike Wang; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2011-07-12       Impact factor: 15.419

3.  Copper(II)-catalyzed ether synthesis from aliphatic alcohols and potassium organotrifluoroborate salts.

Authors:  Tan D Quach; Robert A Batey
Journal:  Org Lett       Date:  2003-04-17       Impact factor: 6.005

4.  Use of tunable ligands allows for intermolecular Pd-catalyzed C--O bond formation.

Authors:  Andrei V Vorogushin; Xiaohua Huang; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2005-06-08       Impact factor: 15.419

5.  Copper-catalyzed coupling of aryl iodides with aliphatic alcohols.

Authors:  Martina Wolter; Gero Nordmann; Gabriel E Job; Stephen L Buchwald
Journal:  Org Lett       Date:  2002-03-21       Impact factor: 6.005

6.  Copper/amino acid catalyzed cross-couplings of aryl and vinyl halides with nucleophiles.

Authors:  Dawei Ma; Qian Cai
Journal:  Acc Chem Res       Date:  2008-11-18       Impact factor: 22.384

7.  Evolution of a fourth generation catalyst for the amination and thioetherification of aryl halides.

Authors:  John F Hartwig
Journal:  Acc Chem Res       Date:  2008-11-18       Impact factor: 22.384

8.  Revisit of the phenol O-glycosylation with glycosyl imidates, BF₃·OEt₂ is a better catalyst than TMSOTf.

Authors:  Yali Li; Huaping Mo; Gaoyan Lian; Biao Yu
Journal:  Carbohydr Res       Date:  2012-10-06       Impact factor: 2.104

9.  Air stable, sterically hindered ferrocenyl dialkylphosphines for palladium-catalyzed C[bond]C, C[bond]N, and C[bond]O bond-forming cross-couplings.

Authors:  Noriyasu Kataoka; Quinetta Shelby; James P Stambuli; John F Hartwig
Journal:  J Org Chem       Date:  2002-08-09       Impact factor: 4.354

Review 10.  Late-Stage Fluorination: From Fundamentals to Application.

Authors:  Michael G Campbell; Tobias Ritter
Journal:  Org Process Res Dev       Date:  2014-03-11       Impact factor: 3.317
View more
  4 in total

1.  Palladium-Catalyzed C-O Cross-Coupling of Primary Alcohols.

Authors:  Hong Zhang; Paula Ruiz-Castillo; Stephen L Buchwald
Journal:  Org Lett       Date:  2018-02-23       Impact factor: 6.005

2.  Visible-light-induced aerobic C3-H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols.

Authors:  Xiaobo Xu; Chengcai Xia; Xiaojun Li; Jian Sun; Liqiang Hao
Journal:  RSC Adv       Date:  2020-01-09       Impact factor: 4.036

3.  Light-Mediated Formal Radical Deoxyfluorination of Tertiary Alcohols through Selective Single-Electron Oxidation with TEDA2+.

Authors:  Francisco José Aguilar Troyano; Frederic Ballaschk; Marcel Jaschinski; Yasemin Özkaya; Adrián Gómez-Suárez
Journal:  Chemistry       Date:  2019-10-18       Impact factor: 5.236

4.  Efficient O-Functionalization of Carbohydrates with Electrophilic Reagents.

Authors:  Gergely L Tolnai; Ulf J Nilsson; Berit Olofsson
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-16       Impact factor: 15.336
  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.