Literature DB >> 16408901

Noncryogenic I/Br-Mg exchange of aromatic halides bearing sensitive functional groups using i-PrMgCl-bis[2-(N,N-dimethylamino)ethyl] ether complexes.

Xiao-Jun Wang1, Xiufeng Sun, Li Zhang, Yibo Xu, Dhileepkumar Krishnamurthy, Chris H Senanayake.   

Abstract

[reaction: see text] Iodo- and bromoaromatics bearing sensitive carboxylic ester and cyano groups underwent a selective halide-magnesium exchange with isopropylmagnesium chloride at ambient temperature in the presence of bis[2-(N,N-dimethylamino)ethyl] ether to afford the corresponding Grignard reagents. The newly formed reactive Grignard reagents were allowed to react with electrophiles such as trimethylborate to afford arylboronic acids in good to excellent yields.

Entities:  

Year:  2006        PMID: 16408901     DOI: 10.1021/ol052704p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Evaluation of thieno[3,2-b]pyrrole[3,2-d]pyridazinones as activators of the tumor cell specific M2 isoform of pyruvate kinase.

Authors:  Jian-kang Jiang; Matthew B Boxer; Matthew G Vander Heiden; Min Shen; Amanda P Skoumbourdis; Noel Southall; Henrike Veith; William Leister; Christopher P Austin; Hee Won Park; James Inglese; Lewis C Cantley; Douglas S Auld; Craig J Thomas
Journal:  Bioorg Med Chem Lett       Date:  2010-04-11       Impact factor: 2.823

2.  Structure-Based Engineering of Irreversible Inhibitors against Histone Lysine Demethylase KDM5A.

Authors:  John R Horton; Clayton B Woodcock; Qin Chen; Xu Liu; Xing Zhang; John Shanks; Ganesha Rai; Bryan T Mott; Daniel J Jansen; Stephen C Kales; Mark J Henderson; Matthew Cyr; Katherine Pohida; Xin Hu; Pranav Shah; Xin Xu; Ajit Jadhav; David J Maloney; Matthew D Hall; Anton Simeonov; Haian Fu; Paula M Vertino; Xiaodong Cheng
Journal:  J Med Chem       Date:  2018-11-15       Impact factor: 7.446

3.  Generation of organolithium compounds bearing super silyl ester and their application to Matteson rearrangement.

Authors:  Susumu Oda; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2013-06-21       Impact factor: 15.336

4.  Methyl 2-(5,5-dimethyl-1,3,2-dioxa-borinan-2-yl)-4-nitro-benzoate.

Authors:  S F Jenkinson; A L Thompson; M I Simone
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-07-10
  4 in total

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