Hydrohalogenative aromatization of multiynes promoted by ruthenium alkylidene complexesElectronic supplementary information (ESI) available. CCDC 1039073. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6ob00524a

A new functionalization method of arynes promoted by a novel catalytic role of the Grubbs-type ruthenium alkylidene complex is described. Through a sequence of aryne formation followed by their halo-functionalization, various bis-1,3-diynes were directly converted to functionalized aryl chlorides, b...

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Main Authors Karmakar, Rajdip, Wang, Kung-Pern, Yun, Sang Young, Mamidipalli, Phani, Lee, Daesung
Format Journal Article
Published 25.05.2016
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Summary:A new functionalization method of arynes promoted by a novel catalytic role of the Grubbs-type ruthenium alkylidene complex is described. Through a sequence of aryne formation followed by their halo-functionalization, various bis-1,3-diynes were directly converted to functionalized aryl chlorides, bromides and iodides in good yields in the presence of a catalytic amount of a ruthenium alkylidene complex and halogenated hydrocarbons such as CH 2 Cl 2 , CHCl 3 , CH 2 Br 2 , and CH 2 I 2 . The utility of this novel transformation is demonstrated by a formal synthesis of herbindole B. A new functionalization method of arynes promoted by a novel catalytic role of the Grubbs-type ruthenium alkylidene complex is described.
Bibliography:Electronic supplementary information (ESI) available. CCDC
For ESI and crystallographic data in CIF or other electronic format see DOI
1039073
10.1039/c6ob00524a
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob00524a