A Scalable Balz-Schiemann Reaction Protocol in a Continuous Flow Reactor.

The demand for aromatic fluorides is steadily increasing in the pharmaceutical and fine chemical industries. The Balz-Schiemann reaction is a straightforward strategy for preparing aryl fluorides from aryl amines, via the preparation and conversion of diazonium tetrafluoroborate intermediates. However, significant safety risks exist in handling the aryl diazonium salts when scaling up.

Base-promoted reactions of dichlorocarbene adducts of cyclic enamines: a new route to annulated pyrroles.

Treatment of the gem-dihalogenocyclopropanes 1-5 with potassium tert-butoxide or LDA results in the formation of the corresponding and annulated pyrroles 13-17, respectively.

Exploitation of cyclopropane ring-cleavage reactions for the rapid assembly of tetracyclic frameworks related to gibberellins.

[Structure: see text] The readily available hexahydrofluorene 5 has been elaborated over six steps, including three involving cyclopropane ring-cleavage reactions, into compound 12 which incorporates the carbocyclic framework associated with gibberellins.