Rh(III)-Catalyzed C–H Annulation of Alkenyl- or Arylimidazoles and (Hetero)cyclic 1,3-Dicarbonyl Compounds: A Rapid Access to Imidazo-Fused Polycyclic Compounds

Autor:	Zhiqing Zhong, Mingdian Liang, Zhenwei Zhang, Haili Cui, Ningyue Wang, Shaoyu Mai, Huaming Tao
Rok vydání:	2022
Předmět:	Organic Chemistry Polycyclic Compounds Rhodium Physical and Theoretical Chemistry Biochemistry Catalysis
Zdroj:	Organic Letters. 24:4850-4854
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.2c01315
Popis:	A novel strategy for the synthesis of imidazo-fused polycyclic compounds under mild, base-free, and silver-free conditions by a rhodium(III)-catalyzed C-H annulation of alkenyl or arylimidazoles and (hetero)cyclic 1,3-dicarbonyl compounds is reported here. Such a step-economic protocol features the selective cleavage of two different C-H bonds in one step, featuring easy operation, readily available starting materials, gram-scale synthesis, broad functional group tolerance, and no requirement to presynthesize carbene precursors. Notably, the synthetic potential is showcased by the structural modification of drug and the highly step-economic synthesis of Janus kinase inhibitor in only three steps with a satisfactory 26% total yield (previous method: in nine steps with 0.6% yield).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1382f0f084f8383204d760b8074f0e2b https://doi.org/10.1021/acs.orglett.2c01315 Zobrazit plný text záznamu