An unprecedented rhodium-catalyzed regioselective C-H activation/1,8-diazabicyclo[5.4.0]undec-7-ene-catalyzed intramolecular amidation of 7-arylindoles with diazomalonates is described that provides a straightforward route to seven-membered azepino[3,2,1-]indoles in good to excellent yields in one pot. A wide range of functional groups, including F, OMe, NPh, SiMe, Cl, CN, CHO, COMe, COMe, CF, and NO, were all well-tolerated.
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Advances in [4+3]-Annulation/Cycloaddition Reactions Leading to Homo- and Heterocycles with Seven-Membered Rings.
Chem Asian J
August 2020
School of Chemistry, University of Hyderabad, Hyderabad-500046, Telangana, India.
In this review, we summarize advances in [4+3] and a few other annulation/cycloaddition reactions for the construction of seven membered rings, with an emphasis on the literature subsequent to the year 2010. The type of products include the following: azepines, diazepines, benzazepinones, 1,2-diazepinones, oxazepinones, benzothiazepines, benzodiazepinones, benzoxopinones, cyclohepta[b]indoles, benzoxazepines, azepino-indoles, oxepines/oxazepanes, triazepines oxepinoindolones/azepinoindolones, oxadiazepines, azabicyclooctanes. Emphasis is also given to cover diverse types of annulations; possible intermediates are displayed in the illustrated schemes to aid future work.
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