Ling, Johanne published the artcileCopper(I)-Catalyzed Dearomative (3 + 2) Cycloaddition of 3-Nitroindoles with Propargylic Nucleophiles: An Access to Cyclopenta[b]indolines, Application In Synthesis of 503538-69-0, the publication is Journal of Organic Chemistry (2020), 85(5), 3838-3848, database is CAplus and MEDLINE.
The copper(I)-catalyzed dearomatization of 3-nitroindoles I [R1 = 4-Me, 5-Cl, 7-CO2Me, etc.; R2 = Ac, Bz, (4-methylphenyl)sulfonyl, etc.] and 3-nitro-1-benzofuran-5-yl acetate with propargylic nucleophiles CHCCH2R3 (R3 = 1,3-dimethoxy-1,3-dioxopropan-2-yl, 1,3-bis(benzyloxy)-1,3-dioxopropan-2-yl, 4-methylbenzene-1-sulfonamidyl, etc.) is described. In mild reaction conditions, this original dearomative (3+2) cycloaddition process gives access to a wide variety of cyclopenta[b]indolines e.g., II in good to excellent yields, with high functional group tolerance. The proof of concept that an enantioselective version of this reaction is accessible by employing chiral phosphorus ligands was obtained. A mechanism proposal is given based on kinetic studies.
Journal of Organic Chemistry published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Application In Synthesis of 503538-69-0.
Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem