Cross-Dehydrogenative Cyclization-Dimerization Cascade Sequence for the Synthesis of Symmetrical 3,3'-Bisoxindoles.

Autor: Dobah F; Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, 7700, South Africa., Mazodze CM; Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, 7700, South Africa., Petersen WF; Department of Chemistry, University of Cape Town, Rondebosch, Cape Town, 7700, South Africa.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2021 Jul 16; Vol. 23 (14), pp. 5466-5470. Date of Electronic Publication: 2021 Jul 07.
DOI: 10.1021/acs.orglett.1c01799
Abstrakt: The synthesis of symmetrical 3,3'-bisoxindoles from simple acyclic β-oxoanilides is reported. The described method forges three new C-C bonds in a single step via a sequential Mn(OAc) 3 · 2H 2 O mediated oxidative radical cyclization-fragmentation-dimerization process. The scope of this reaction is demonstrated in the preparation of a variety of 3,3'-bisoxindoles, as well as its application toward the formal synthesis of the Calycanthaceae alkaloid, (±)-folicanthine.
Databáze: MEDLINE
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