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1.
Org Lett ; 11(18): 4228-31, 2009 Sep 17.
Artigo em Inglês | MEDLINE | ID: mdl-19691353

RESUMO

Various thiomethyl-substituted N-heterocycles (pyridines, pyrimidines, pyrazines, pyridazines, triazines, benzothiazoles, benzoxazoles, pyrazoles, benzindazoles, quinazolines, etc.) undergo smooth Pd-catalyzed cross-coupling reactions with functionalized aryl-, heteroaryl-, benzylic-, and alkylzinc reagents using Pd(OAc)(2)/S-Phos as the catalytic system mostly at 25 degrees C. No copper salt is required to perform these reactions.

2.
Org Lett ; 11(15): 3326-9, 2009 Aug 06.
Artigo em Inglês | MEDLINE | ID: mdl-19580307

RESUMO

The full functionalization of the pyrazole ring was achieved by successive regioselective metalations using TMPMgCl x LiCl and TMP(2)Mg x 2 LiCl. Trapping with various electrophiles led to trisubstituted pyrazoles. An application to the synthesis of the acaricide Tebufenpyrad is reported.


Assuntos
Compostos Organometálicos/química , Pirazóis/síntese química , Pirazóis/química
3.
Chemistry ; 14(8): 2499-506, 2008.
Artigo em Inglês | MEDLINE | ID: mdl-18232043

RESUMO

A single Br/Mg exchange of 1,2-dibromocyclopentene with iPrMgCl LiCl provides the corresponding beta-bromocyclopentenylmagnesium reagent, which can then be reacted with various electrophiles (yields: 65-82 %). In the presence of a secondary alkylmagnesium halide and Li2CuCl4 (2 mol %), these 2-bromoalkenylmagnesium compounds undergo bromine substitution and can then further react with electrophiles to give 1,2-difunctionalised cyclopentenes (63-79 %). The mechanism of this process is discussed.

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