4.7 Article

Gold-Catalyzed Aminoaromatizations of 1,2-Bis(alkynyl)benzenes with Anthranils to Yield 1-Amino-2-napthaldehyde Products

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 15, Pages 3183-3189

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000591

Keywords

Aminoaromatizations; amino-napthaldehyde derivatives; alpha-imino gold carbenes; anthranils; 1,2-bis (alkynyl)benzenes; 1, n diynes

Funding

  1. Ministry of Education [MOE 106N506CE1]
  2. Ministry of Science and Technology, Taiwan [MOST 107-3017-F-007-002]

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Gold-catalyzed aminoaromatizations of 1,n-diynes with anthranils afforded 1-amino-2-napthaldehyde derivatives efficiently. In this reaction sequence, anthranils preferably attack at gold-coordinated prop-3-yn-1-ols to generate alpha-imino gold carbenes that enable subsequent cyclizations with the other alkynes. Chemical functionalizations of the resulting 1-amino-2-napthaldehydes are presented to manifest the synthetic utility of these reactions.

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