The role of the substitution pattern on the stability of the obtained 1.2-dihydreearbazolee is interpreted In terms of electronic and steric effects on the aromatization to the corresponding carbazoles. CH and 2-CHb bonds, a small coupling constant of 1,6 Hz is observed. A dihedral angle of about 26
Diels-Alder reactions of 1-phenylpyrano[3,4-b]indol-3-ones with alkynes: New functionalized carbazoles
✍ Scribed by Pindur, Ulf ;Erfanian-Abdoust, Houshang
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 337 KB
- Volume
- 1990
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
3‐Indolylalkanoic acids 2 react with benzoic acid anhydride under catalysis of Et~2~O ‐ ZnCl~2~ and mild conditions to furnish the 1‐phenyl‐substituted pyrano[3,4‐b]indol‐3‐ones 1c, 1d, and 3a, 3b. Products 1c, 1d, and 3b may be converted into the novel functionalized carbazoles 4 and 5 by reaction with acceptor‐substituted alkynes.
📜 SIMILAR VOLUMES
Diels-Alder reactions of the (lH-indol-3-yl)-enacetamides and -endiacetamides l a 4 with some carbodienophiles and 4-phenyl-3H-l,2,4-triazole-3,5(4H)-dione give rise to the novel amino-functionalized carbazoles 4 6 and 8 (Scheme 3). Ethenetetracarbonitrile reacts with l b to furnish the Michael-type
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