Xiong, Yang published the artcileVisible Light-Mediated Dearomative Hydrogen Atom Abstraction/ Cyclization Cascade of Indoles, Quality Control of 118-90-1, the publication is Angewandte Chemie, International Edition (2022), 61(18), e202200555, database is CAplus and MEDLINE.
The photochem. synthesis of yet unknown 2-oxospiro[azetidine-3,3′-indolines] (17 examples, 80-95% yield), 2,4-dioxospiro[azetidine-3,3′-indolines] (eight examples, 87-97% yield), and 1-oxo-1,3-dihydrospiro[indene-2,3′-indolines] (17 examples, 85-97% yield) is described. Starting from readily accessible 3-substituted indoles, a dearomatization of the indole core was accomplished upon irradiation at ¦Ë=420 nm in the presence of thioxanthen-9-one (10 mol%) as the sensitizer. Based on mechanistic evidence (triplet energy determination, deuteration experiments, byproduct anal.) it is proposed that the reaction proceeds by energy transfer via a 1,4- or 1,5-diradical intermediate. The latter intermediates are formed by excited state hydrogen atom transfer from suitable alkyl groups within the C3 substituent to the indole C2 carbon atom. Subsequent ring closure proceeds with pronounced diastereoselectivity to generate a 4- or 5-membered spirocyclic dearomatized product with several options for further functionalization.
Angewandte Chemie, International Edition published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C7H11N, Quality Control of 118-90-1.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia