Óscar de Frutos

Synthesis of New C3h and C3v Truxene Derivatives

Palladium-catalyzed cross coupling of 2,7,12-tribromotruxene with organostannanes and boronic acids leads to 2,7,12-trisubstituted truxenes. 5,10,15-Triarylated and trialkynylated truxene derivatives are obtained by the reaction of truxenone with aryl Grignard reagents or an alkynyllithium, followed by reduction of the tertiary alcohols with Et3SiH or BF3. syn-5,10,15-Triarylated derivatives were obtained by the base-catalyzed isomerization of the anti derivatives.

Synthesis of benzo[b]carbazoloquinones by coupling of organostannanes with bromoquinones

Abstract The synthesis of 5-carbonitrile-1,7-dihydroxy-3-methyl-5H-benzo[b]carbazole-6,11-dione, the quinone originally proposed as prekinamycin, was completed by using a palladium and copper catalyzed Stille reaction as the key step. A subsequent heterocyclization afforded a mixture of para-(benzo[b]carbazole-6,11-dione) and ortho (benzo[a]carbazole-5,6-dione) quinones. A procedure for the N-cyanation of model indoles is also described.

Synthesis of Benzo[b]phenanthridines and Related Naturally Occurring 2‐Aryl‐1,4‐naphthoquinones by Palladium‐ and Copper‐Catalyzed Coupling of Organostannanes with Bromoquinones

Syntheses of phenanthroviridone, gilvocarcin BE-12406X2, antibiotic WS 5995B, and a key intermediate for the synthesis of jadomycin are described, based on palladium- and copper-catalyzed coupling reactions of sterically hindered arylstannanes with 2-bromonaphthoquinones.

An approach to the synthesis of the benzo[b]fluorene core of the kinamycins by an arylalkyne-allene cycloaddition

Abstract The cyclization of an3arylalkyne to an allene followed by ring closure was applied for the ready construction of the tetracyclic core of the kinamycin family of antibiotics.

Syntheses of fenanthroviridone, gilvocarcin BE-12406X2, and antibiotic ws 5995b based on the palladium and copper catalyzed coupling of organostannanes with bromoquinones

Abstract A total synthesis of fenanthroviridone, gilvocarcin BE-12406X 2 , antibiotic WS 5995B is described based on the palladium and copper catalyzed coupling reaction of sterically hindered aryl stannaries with a 2-bromonaphthoquinone.

syn‐Trialkylierte Truxene: Bausteine, die durch Arenstapelung selbstassoziieren

Eine Ausnahme von der Regel:syn-Derivate sind – davon darf man gewohnlich ausgehen – weniger stabil als die sterisch weniger gehinderten anti-Isomere. syn-Trialkylierte Truxene (siehe schematische Darstellung) konnen dagegen leicht durch basenkatalysierte Isomerisierung aus ihren anti-Isomeren erhalten werden.

Synthesis of ‘crushed fullerene’ C60H30

The synthesis of benzo[1,2-e∶3,4-e′∶5,6-e′′]tribenzo[l∶l′∶l″]-triacephenanthrylene (C60H30) has been accomplished by a triple palladium-catalysed arylation of a syn-trialkylated truxene.