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C(sp 2 )-H Functionalization of Imidazole at the C2- and C4-Position via Palladium-Catalyzed Isocyanide Insertion Leading to Indeno[1,2- d ]imidazole and Imidazo[1,2- a ]indole Derivatives.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2020 Aug 21; Vol. 85 (16), pp. 11014-11024. Date of Electronic Publication: 2020 Aug 04. - Publication Year :
- 2020
-
Abstract
- An efficient strategy for the construction of fused imidazole derivatives through a palladium-catalyzed isocyanide insertion reaction has been accomplished. The methodology provides an operationally simple and versatile route for the synthesis of indeno[1,2- d ]imidazole and imidazo[1,2- a ]indole skeletons which are rarely reported. The key features of the protocol are construction of sequential C-C/C-C/C-N bonds via C(sp <superscript>2</superscript> )-H functionalization of imidazole at the C2- and C4-position, respectively. The compounds can be synthesized with diverse scaffolds, easily accessible starting materials, and moderate to good yields.
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 85
- Issue :
- 16
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 32686417
- Full Text :
- https://doi.org/10.1021/acs.joc.0c01454