Iodine-Catalyzed Regioselective Synthesis of Diphenyl-Substituted Carbazoles via [4 + 2] Annulation of β-Formyl Ketones with Indoles.

Autor: Suresh S; Department of Chemistry, National Taiwan Normal University, No. 88, Sec. 4, Ting-Zhou Rd, Taipei 11677, Taiwan R. O. C., Chien HS; Department of Chemistry, National Taiwan Normal University, No. 88, Sec. 4, Ting-Zhou Rd, Taipei 11677, Taiwan R. O. C., Chen CH; Department of Chemistry, National Taiwan Normal University, No. 88, Sec. 4, Ting-Zhou Rd, Taipei 11677, Taiwan R. O. C., Tsai HY; Department of Chemistry, National Taiwan Normal University, No. 88, Sec. 4, Ting-Zhou Rd, Taipei 11677, Taiwan R. O. C., Chung DR; Department of Chemistry, National Taiwan Normal University, No. 88, Sec. 4, Ting-Zhou Rd, Taipei 11677, Taiwan R. O. C., Kavala V; Department of Chemistry, National Taiwan Normal University, No. 88, Sec. 4, Ting-Zhou Rd, Taipei 11677, Taiwan R. O. C., Yao CF; Department of Chemistry, National Taiwan Normal University, No. 88, Sec. 4, Ting-Zhou Rd, Taipei 11677, Taiwan R. O. C.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2023 Dec 15; Vol. 88 (24), pp. 17505-17510. Date of Electronic Publication: 2023 Nov 30.
DOI: 10.1021/acs.joc.3c01857
Abstrakt: The [4 + 2] annulation of β-formyl ketones with an indole has been developed for the regioselective synthesis of diphenyl-substituted carbazoles in the presence of a catalytic amount of iodine. The 1,4-dicarbonyl compound containing a phenyl group at the α-position of an aldehyde group reacts more readily with indoles to form carbazole derivatives. Using this method, a variety of carbazole derivatives can be readily accessed under mild reaction conditions.
Databáze: MEDLINE
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