Literature DB >> 20199034

Black-light-induced radical/ionic hydroxymethylation of alkyl iodides with atmospheric CO in the presence of tetrabutylammonium borohydride.

Shoji Kobayashi1, Takuji Kawamoto, Shohei Uehara, Takahide Fukuyama, Ilhyong Ryu.   

Abstract

Tin-free radical/ionic hydroxymethylation of secondary and tertiary alkyl iodides proceeded efficiently in the presence of tetrabutylammonium borohydride as the hydrogen source under atmospheric pressure of CO in conjunction with photoirradiation using black light. Two possible mechanisms were proposed, both of which involve hybrid radical/ionic processes.

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Year:  2010        PMID： 20199034     DOI： 10.1021/ol1002847

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


  4 in total

1.  Manganese-Catalyzed Stereospecific Hydroxymethylation of Alkyl Tosylates.

Authors:  Hannah Shenouda; Erik J Alexanian
Journal:  Org Lett       Date:  2019-11-05       Impact factor: 6.005

2.  One-pot synthesis of cyanohydrin derivatives from alkyl bromides via incorporation of two one-carbon components by consecutive radical/ionic reactions.

Authors:  Shuhei Sumino; Akira Fusano; Hiroyuki Okai; Takahide Fukuyama; Ilhyong Ryu
Journal:  Beilstein J Org Chem       Date:  2014-01-14       Impact factor: 2.883

3.  Flow Giese reaction using cyanoborohydride as a radical mediator.

Authors:  Takahide Fukuyama; Takuji Kawamoto; Mikako Kobayashi; Ilhyong Ryu
Journal:  Beilstein J Org Chem       Date:  2013-09-03       Impact factor: 2.883

4.  Synthetic Routes to N-9 Alkylated 8-Oxoguanines; Weak Inhibitors of the Human DNA Glycosylase OGG1.

Authors:  Tushar R Mahajan; Mari Eknes Ytre-Arne; Pernille Strøm-Andersen; Bjørn Dalhus; Lise-Lotte Gundersen
Journal:  Molecules       Date:  2015-09-02       Impact factor: 4.411
  4 in total

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