State Key Laboratory of Natural Medicines (SKLNM) and Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University, Nanjing 210009, P. R. China.
Chem Commun (Camb). 2021 Feb 4;57(10):1262-1265. doi: 10.1039/d0cc07529a.
A palladium-catalyzed allylic alkylation dearomatization of β-naphthols and indoles with gem-difluorinated cyclopropanes has been developed. This reaction provided an efficient route to access 2-fluoroallylic β-naphthalenones and indolenines bearing quaternary carbon centers in good yields with high Z-selectivity via C-C bond activation, C-F bond cleavage and the dearomatization process, benefiting from the wide substrate scope and good functional group tolerance. Moreover, 2-fluoroallylic furanoindoline and pyrroloindolines were achieved in good efficiency via cascade allylic alkylation, dearomatization and cyclization processes in the presence of Et3B.
钯催化的β-萘酚和吲哚与偕二氟环丙烷的烯丙基烷基化去芳构化反应已经被开发出来。该反应通过 C-C 键活化、C-F 键断裂和去芳构化过程，以高产率和高 Z 选择性提供了一种有效途径，得到了带有季碳中心的 2-氟烯丙基β-萘满酮和吲哚啉，这得益于广泛的底物范围和良好的官能团耐受性。此外，在 Et3B 的存在下，通过级联烯丙基烷基化、去芳构化和环化过程，可以有效地得到 2-氟烯丙基呋喃吲哚啉和吡咯并吲哚啉。
