Literature DB >> 22350554

Synthesis and cross-coupling reactions of imidomethyltrifluoroborates with aryl chlorides.

Rammohan Devulapally1, Nicolas Fleury-Brégeot, Gary A Molander, Dave G Seapy.   

Abstract

Potassium imidomethyltrifluoroborate salts were efficiently synthesized. Potassium phthalimidomethyl-trifluoroborate was successfully used in Suzuki-Miyaura-like cross-coupling reactions with a variety of aryl chlorides.

Entities:  

Year:  2012        PMID： 22350554      PMCID： PMC3281747          DOI： 10.1016/j.tetlet.2011.12.062

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  24 in total

1.  Prostanoids and related compounds. VII. Synthesis and inhibitory activity of 1-isoindolinone derivatives possessing inhibitory activity against thromboxane A2 analog (U-46619)-induced vasoconstriction.

Authors:  Y Kato; M Takemoto; K Achiwa
Journal:  Chem Pharm Bull (Tokyo)       Date:  1999-04       Impact factor: 1.645

2.  Organotrifluoroborates: protected boronic acids that expand the versatility of the Suzuki coupling reaction.

Authors:  Gary A Molander; Noel Ellis
Journal:  Acc Chem Res       Date:  2007-01-26       Impact factor: 22.384

Review 3.  Potassium organotrifluoroborates: new perspectives in organic synthesis.

Authors:  Sylvain Darses; Jean-Pierre Genet
Journal:  Chem Rev       Date:  2007-12-21       Impact factor: 60.622

4.  Synthesis, dual fluorescence, and fluoroionophoric behavior of dipyridylaminomethylstilbenes.

Authors:  Jye-Shane Yang; Yan-Duo Lin; Ya-Ho Chang; Shin-Shin Wang
Journal:  J Org Chem       Date:  2005-07-22       Impact factor: 4.354

5.  Aryl trifluoroborates in Suzuki-Miyaura coupling: the roles of endogenous aryl boronic acid and fluoride.

Authors:  Mike Butters; Jeremy N Harvey; Jesus Jover; Alastair J J Lennox; Guy C Lloyd-Jones; Paul M Murray
Journal:  Angew Chem Int Ed Engl       Date:  2010-07-12       Impact factor: 15.336

6.  Structure-activity relationship of small-sized HIV protease inhibitors containing allophenylnorstatine.

Authors:  T Mimoto; R Kato; H Takaku; S Nojima; K Terashima; S Misawa; T Fukazawa; T Ueno; H Sato; M Shintani; Y Kiso; H Hayashi
Journal:  J Med Chem       Date:  1999-05-20       Impact factor: 7.446

7.  Reinvestigation of aminomethyltrifluoroborates and their application in Suzuki-Miyaura cross-coupling reactions.

Authors:  Jessica Raushel; Deidre L Sandrock; Kanth V Josyula; Deborah Pakyz; Gary A Molander
Journal:  J Org Chem       Date:  2011-03-15       Impact factor: 4.354

8.  New phthalimide derivatives with potent analgesic activity: II.

Authors:  R Antunes; H Batista; R M Srivastava; G Thomas; C C Araujo
Journal:  Bioorg Med Chem Lett       Date:  1998-11-03       Impact factor: 2.823

9.  Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides.

Authors:  Gary A Molander; Belgin Canturk
Journal:  Org Lett       Date:  2008-04-26       Impact factor: 6.005

10.  Aminomethylations via cross-coupling of potassium organotrifluoroborates with aryl bromides.

Authors:  Gary A Molander; Deidre L Sandrock
Journal:  Org Lett       Date:  2007-03-17       Impact factor: 6.005
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  5 in total

1.  Potassium Boc-protected secondary aminomethyltrifluoroborates: synthesis and Suzuki-Miyaura cross-coupling reactions.

Authors:  Gary A Molander; Inji Shin
Journal:  Org Lett       Date:  2012-08-29       Impact factor: 6.005

2.  Rapid and efficient access to secondary arylmethylamines.

Authors:  Nicolas Fleury-Brégeot; Jessica Raushel; Deidre L Sandrock; Spencer D Dreher; Gary A Molander
Journal:  Chemistry       Date:  2012-07-05       Impact factor: 5.236

3.  Suzuki-Miyaura cross-coupling reactions of potassium Boc-protected aminomethyltrifluoroborate with aryl and hetaryl mesylates.

Authors:  Gary A Molander; Inji Shin
Journal:  Org Lett       Date:  2012-05-31       Impact factor: 6.005

4.  Suzuki-Miyaura cross-coupling of potassium alkoxyethyltrifluoroborates: access to aryl/heteroarylethyloxy motifs.

Authors:  Nicolas Fleury-Brégeot; Marc Presset; Floriane Beaumard; Virginie Colombel; Daniel Oehlrich; Frederik Rombouts; Gary A Molander
Journal:  J Org Chem       Date:  2012-11-06       Impact factor: 4.354

Review 5.  Recent Advances in Photoredox-Mediated Radical Conjugate Addition Reactions: An Expanding Toolkit for the Giese Reaction.

Authors:  Anastasia L Gant Kanegusuku; Jennifer L Roizen
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-21       Impact factor: 16.823
  5 in total

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