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Gold(I)-Catalyzed Polycyclizations of Polyenyne-Type Anilines Based on Hydroamination and Consecutive Hydroarylation Cascade.
- Source :
-
Journal of Organic Chemistry . 11/4/2011, Vol. 76 Issue 21, p9068-9080. 13p. - Publication Year :
- 2011
-
Abstract
- A hydroamination--double hydroarylation cascade using aniline derivatives bearing a trienyne moiety as the substrate was efficiently promoted by a gold(l) catalyst to produce benzo[a]naphtho[2,1-c]carbazole derivatives in good yields. This reaction is applicable to various substituted trienyne-type anilines, including 2,3-diethynylthiophene derivatives. The reaction of anilines bearing a tetraenyne and pentaenyne moiety allows direct construction of highly fused carbazoles by tetra- and pentacyclization, respectively, through hydroamination and consecutive hydroarylation without producing any theoretical waste products from the substrates. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ANILINE
*AROMATIC amines
*CATALYSTS
*GOLD
*CARBAZOLE
Subjects
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 76
- Issue :
- 21
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 67205026
- Full Text :
- https://doi.org/10.1021/jo2018119