Literature DB >> 31141383

Iodide as a Nucleophilic Trigger in Aryne Three-Component Coupling for the Synthesis of 2-Iodobenzyl Alcohols.

Subrata Bhattacharjee1, Avishek Guin1, Rahul N Gaykar1, Akkattu T Biju1.   

Abstract

The synthetic potential of KI as the iodide source in aryne three-component coupling has been demonstrated using aldehydes as the third component. This mild and transition-metal-free coupling reaction allowed the straightforward synthesis of 2-iodobenzyl alcohols in moderate to good yields with good functional group compatibility. Moreover, KBr and KCl could be used as the nucleophilic trigger in this aryne multicomponent coupling (MCC) and N-methylisatin and CO2 could be used as the electrophilic third components.

Entities:  

Year:  2019        PMID: 31141383     DOI: 10.1021/acs.orglett.9b01621

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


  3 in total

1.  Sequential cycloaddition and ring expansion reaction of arynes and methylenebenzothiopheneones: synthesis of a benzo-fused eight-membered ring via sulfonium ylides.

Authors:  Peng Xiao; Shikuan Su; Wei Wang; Weiguo Cao; Jie Chen; Jian Li; Yali Chen
Journal:  RSC Adv       Date:  2019-11-29       Impact factor: 3.361

2.  Base-catalyzed aryl halide isomerization enables the 4-selective substitution of 3-bromopyridines.

Authors:  Thomas R Puleo; Jeffrey S Bandar
Journal:  Chem Sci       Date:  2020-09-09       Impact factor: 9.825

Review 3.  Uncovering the Neglected Similarities of Arynes and Donor-Acceptor Cyclopropanes.

Authors:  Daniel B Werz; Akkattu T Biju
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-12       Impact factor: 15.336

  3 in total

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