Intramolecular cyclization reactions of unsaturated amino Fischer chromium carbenes forming indoles and quinolines
A thermally induced intramolecular annulation reaction of N-(2-alkenylphenyl)amino substituted Fischer chromium carbenes has been extensively examined. The carbene complexes were prepared in moderate to good yields by reaction of 2-aminostyrenes with intermediately formed acyloxy substituted carbene...
Saved in:
Published in: | Tetrahedron Vol. 59; no. 44; pp. 8775 - 8791 |
---|---|
Main Authors: | , , , , , , , , , , , , , , |
Format: | Journal Article |
Language: | English |
Published: |
Elsevier Ltd
27-10-2003
|
Subjects: | |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
Summary: | A thermally induced intramolecular annulation reaction of
N-(2-alkenylphenyl)amino substituted Fischer chromium carbenes has been extensively examined. The carbene complexes were prepared in moderate to good yields by reaction of 2-aminostyrenes with intermediately formed acyloxy substituted carbenes. Upon heating, the thermally labile carbenes decomposed producing indoles and quinolines as the major products. The product distribution was found to be highly dependent on the substitution pattern and electronic properties of the starting material, and on the solvent used.
Graphic |
---|---|
ISSN: | 0040-4020 1464-5416 |
DOI: | 10.1016/j.tet.2003.09.028 |