Cyclohepta[ b]indole Synthesis through [5 + 2] Cycloaddition: Bifunctional Indium(III)-Catalyzed Stereoselective
Takuya Takeda1, Shinji Harada1,2, Akito Okabe1
1Graduate School of Pharmaceutical Sciences , Chiba University , 1-8-1 Inohana, Chuo-ku , 263-8522 Chiba , Japan.
Abstract:
A new approach for the synthesis of highly functionalized tetrahydrocyclohepta[ b]indoles through [5 + 2] cycloaddition was developed. Two carbon-carbon bonds were formed by the simple addition of an indium catalyst, which acted as both a π-Lewis acid and σ-Lewis acid to activate the alkyne and unsaturated ester, respectively. The reaction could be applied to various substrates and proceeded regio- and diastereoselectively in all cases.
More Related Videos
Related Concept Videos
Transfer RNA Synthesis
Each of these chemical modifications is carried by a specific enzyme, post-transcription. All of these enzymes have unique base and site-specificity. Methylation, the most common chemical modification, is carried by at least nine different enzymes, with...
Ribosomal RNA Synthesis
Ribosome biogenesis begins with the synthesis of 5S and 45S pre-rRNAs by distinct RNA polymerases. The primary transcripts are extensively processed and modified before they are bound and folded by ribosomal proteins and assembly factors,...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Reclosers and Fuses
A comprehensive protection scheme for radial distribution...
Cycloaddition Reactions: Overview
Five-Membered Heterocyclic Aromatic Compounds: Overview


