Facile Transformation of Benzocyclobutenones into 2,3-Benzodiazepines via 4π—8π Tandem Electrocyclic Reactions Involving Net Insertion of Diazomethylene Compounds

Autor:	Noriko Ohsawa, Hideo Nemoto, Yuji Matsuya
Rok vydání:	2007
Předmět:	Electrocyclic reaction Nucleophilic addition Tandem Stereochemistry Chemistry General Chemistry General Medicine Ketones Biochemistry Combinatorial chemistry Catalysis Transformation (music) Benzodiazepines Colloid and Surface Chemistry Cascade reaction Diazomethane Polycyclic Compounds
Zdroj:	ChemInform. 38
ISSN:	1522-2667 0931-7597
Popis:	Efficient transformations of benzocyclobutenones into 2,3-benzodiazepines by a formal insertion of diazomethylene compounds are described. This sequential process includes nucleophilic addition of diazomethylene anion, oxy-anion accelerated o-quinodimethane formation by an electrocyclic ring-opening reaction, and 8pi-electrocyclization in one-pot under remarkably mild conditions. Intermediary oxy-anion plays an important role for the efficient transformations.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f357a66154450918272b149544520c5e https://doi.org/10.1002/chin.200706156 Zobrazit plný text záznamu Plný text