Ylide-Induced Ring Contraction of Coumarins to Benzofurans: Applications to the Synthesis of Bis-Heterocycles.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c00079
Abstract: We report an unusual ring contraction of 4-chlorocoumarin to benzofuranoyl sulfoxonium ylides using a Corey-ylide. These stabilized ylides were subsequently utilized for the synthesis of various valuable bis-heterocycles under both metal and metal-free conditions. The… read more here.
Keywords: ylide induced; bis heterocycles; contraction; ring contraction ... See more keywords
Access to Indole-Annulated Medium-Sized Lactams through Protonation/Deuteration-Induced Ring-Opening of Spiroindolines
Sign Up to like & getrecommendations! Published in 2021 at "ACS Omega"
DOI: 10.1021/acsomega.1c04261
Abstract: A protocol has been developed to access indole-annulated eight- and nine-membered lactams through protonation-induced ring-opening of spiroindolines, which are dearomative Heck products of tetrahydro-β-carbolines or hexahydroazepino[3,4-b]indoles. Brønsted acids and nucleophiles were explored and compared in… read more here.
Keywords: ring opening; access indole; induced ring; opening spiroindolines ... See more keywords
Regio- and stereoselective synthesis of thiazoline derivatives via the thioketene-induced ring expansion of aziridines.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d1cc06535a
Abstract: Metal-free thioketene-induced ring expansion of aziridines gave 4-alkylthiazolines stereospecifically from 2-alkylaziridines through an intramolecular substitution at the less substituted ring carbon and 5-arylthiazolines stereoselectively from 2-arylaziridines via tandem ring cleavage and formation through intimate ion-pair… read more here.
Keywords: induced ring; thioketene induced; ring expansion; expansion aziridines ... See more keywords
Cation-induced ring-opening and oxidation reaction of photoreluctant spirooxazine–quinolizinium conjugates
Sign Up to like & getrecommendations! Published in 2020 at "Beilstein Journal of Organic Chemistry"
DOI: 10.3762/bjoc.16.82
Abstract: Two new spiroindolinonaphthoxazine derivatives with an electron-accepting styrylquinolizinium or styrylcoralyne unit, respectively, were synthesized, and the influence of such an arylvinyl substituent on the chemical and photochemical properties of the compounds was investigated. Specifically, these… read more here.
Keywords: ring opening; oxidation; spirooxazine; cation induced ... See more keywords