학술논문
Gold(I)‐Catalyzed Indole Synthesis through Aza‐Nazarov‐Type Cyclization of α‐Imino Gold Carbene Complexes and Arenes.
Document Type
Article
Source
Subject
*INDOLE
*RING formation (Chemistry)
*AROMATIC compounds
*GOLD
*CARBENES
*YNAMIDES
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Language
ISSN
1615-4150
Abstract
Here we report a gold(I)‐catalyzed and atom‐economical ortho‐N‐indolyl‐N‐pyrazolylbenzene synthesis from 1,2,3‐triazapentalenes and ynamides. The reaction occurs through the cleavage of the triazole ring and formation of a α‐imino gold carbene intermediate. An aza‐Nazarov‐type cyclization with participation of an arene ring is involved. The reaction consists in a formal [4+1] heterocycloaddition where the four‐carbon synthon is provided by the ynamide. Finally, indole synthesis could also be performed in a one‐pot procedure from their 1‐propargyl‐1H‐benzotrizaole precursors. [ABSTRACT FROM AUTHOR]