Complexity-Building Photoinduced Cascade Involving C sp 2 -C sp 3 Coupling of Aromatic Amides via [2 + 2] Reactivity of ESIPT-Generated o- Azaxylylenes.

Autor: Reddy DS; Department of Chemistry and Biochemistry, University of Denver, Denver, Colorado 80208, United States., Novitskiy IM; Department of Chemistry and Biochemistry, University of Denver, Denver, Colorado 80208, United States., Kutateladze AG; Department of Chemistry and Biochemistry, University of Denver, Denver, Colorado 80208, United States.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2023 Feb 24; Vol. 25 (7), pp. 1131-1135. Date of Electronic Publication: 2023 Feb 10.
DOI: 10.1021/acs.orglett.3c00092
Abstrakt: A new mode for complexity-building photochemical cascades which offers experimentally simple transition metal-free intramolecular C sp 2 -C sp 3 cross coupling of aromatic amides is attained via an unprecedented [2 + 2] reactivity of ESIPT-generated azaxylylenes. Coupled with short and straightforward postphotochemical modifications of the primary photoproducts, these cascades allow for a significant step-normalized growth of molecular complexity while accessing diverse and complex polyheterocyclic molecular architectures.
Databáze: MEDLINE
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