Convenient syntheses of substituted 7,12-dioxa-benzo[a]anthracenes and 7,12-dioxa-5-aza-benzo[a]anthracenes

Aryl−Aryl Bond Formation One Century after the Discovery of the Ullmann Reaction

“…Application to the Synthesis of Biologically Active Compounds. A large number of medicinal agents and molecules possessing biological properties such as antitumoral compounds have been recently synthesized − by using the Stille-type reaction. For example, naphthylisoquinoline alkaloids such as dioncophylines 34 possessing antimalarial and fungicidal activities were synthesized.…”

Metalated Heterocycles and Their Applications in Synthetic Organic Chemistry

“…5-(Tri- n -butylstannyl)-2,3-dihydro-1,4-dioxine ( 475 ), prepared from the corresponding organolithium, has been used in palladium-catalyzed Stille cross-couplings, an example being its reaction with the vinylic bromide 474 to give compound 476 , an intermediate in the total synthesis of the rubrolone aglycon (Scheme ) . In addition, stannane 475 has been used, for example, in a Stille coupling for the synthesis of the AB taxane ring system, whereas related stannylated benzo[1,4]dioxines have also been used for cross-coupling reactions. 471j,478c,

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