Literature DB >> 26114804

Hydroboration of Arynes Formed by Hexadehydro-Diels-Alder Cyclizations with N-Heterocyclic Carbene Boranes.

Takashi Watanabe1, Dennis P Curran2, Tsuyoshi Taniguchi1.   

Abstract

N-Heterocyclic carbene boranes (NHC-boranes) hydroborate arynes formed in situ by the hexadehydro-Diels-Alder (HDDA) reactions of triyne precursors. The reaction directly provides functionalized arylborane compounds. The unique feature of the NHC-boranes compared to other boranes is that they hydroborate only the aryne product and not the triyne precursor.

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Year:  2015        PMID： 26114804     DOI： 10.1021/acs.orglett.5b01480

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


  4 in total

1.  Hexadehydro-Diels-Alder (HDDA)-Enabled Carbazolyne Chemistry: Single Step, de Novo Construction of the Pyranocarbazole Core of Alkaloids of the Murraya koenigii (Curry Tree) Family.

Authors:  Tao Wang; Thomas R Hoye
Journal:  J Am Chem Soc       Date:  2016-10-13       Impact factor: 15.419

2.  Reactions of HDDA-Derived Benzynes with Sulfides: Mechanism, Modes, and Three-Component Reactions.

Authors:  Junhua Chen; Vignesh Palani; Thomas R Hoye
Journal:  J Am Chem Soc       Date:  2016-03-28       Impact factor: 15.419

3.  De novo Assembly of the Benzenoid Ring as a Core Strategy for Synthesis of the Isoindolinone Natural Products Isohericerin, Erinacerin A, and Sterenin A.

Authors:  Chenlong Zhu; Juntian Zhang; Thomas R Hoye
Journal:  Org Lett       Date:  2021-09-20       Impact factor: 6.072

Review 4.  Hexadehydro-Diels-Alder Reaction: Benzyne Generation via Cycloisomerization of Tethered Triynes.

Authors:  Lucas L Fluegel; Thomas R Hoye
Journal:  Chem Rev       Date:  2021-01-25       Impact factor: 60.622
  4 in total

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