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3.
Angew Chem Int Ed Engl ; 48(10): 1849-52, 2009.
Artigo em Inglês | MEDLINE | ID: mdl-19173357

RESUMO

They all fall down: The value of domino processes can be greatly enhanced when the possibility exists for one to selectively diverge from a common intermediate. In preliminary studies the dual reactivity of aryl-palladium intermediates is exploited. A diverse array of fluorene and phenanthrene derivatives were synthesized in a rapid and efficient manner (see scheme).


Assuntos
Fluorenos/química , Paládio/química , Fenantrenos/química , Catálise , Fluorenos/síntese química , Fenantrenos/síntese química , Estereoisomerismo
4.
J Am Chem Soc ; 129(49): 15372-9, 2007 Dec 12.
Artigo em Inglês | MEDLINE | ID: mdl-18020336

RESUMO

A palladium-catalyzed C-H functionalization reaction for the synthesis of highly substituted aromatic nitriles is reported. The modularity of the reaction is demonstrated by the broad range of aryl iodides which can be coupled with metal cyanides and alkyl halides or aryl bromides.


Assuntos
Derivados de Benzeno/síntese química , Nitrilas/síntese química , Paládio/química , Alquilação , Derivados de Benzeno/química , Hidrocarbonetos Halogenados/química , Nitrilas/química , Norbornanos/química
5.
J Am Chem Soc ; 128(45): 14436-7, 2006 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-17090008

RESUMO

A norbornene-mediated palladium-catalyzed tandem alkylation/cyanation sequence is described in which an alkyl-aryl bond and a nitrile-aryl bond are formed in one pot. A variety of sterically hindered, five-, six-, and seven-membered ring benzonitriles were synthesized in good yields from easily accessible starting materials.

6.
Org Lett ; 8(18): 3939-42, 2006 Aug 31.
Artigo em Inglês | MEDLINE | ID: mdl-16928043

RESUMO

A variety of di- and trisubstituted thiophenes were synthesized by a one-pot palladium-catalyzed ortho-alkylation sequence terminated by either Heck or C-H coupling. Initial results toward the functionalization of indoles are also presented.

7.
Org Lett ; 7(21): 4745-7, 2005 Oct 13.
Artigo em Inglês | MEDLINE | ID: mdl-16209525

RESUMO

[reaction: see text] A palladium-catalyzed arylation of allylic acetates followed by beta-acetoxy elimination was shown to produce Heck-type coupling products. Optimal reaction conditions employed ligand-free palladium on carbon in the presence of tetrabutylammonium chloride, a trialkylamine base, and water.

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