Synthesis of allenes from allylic alcohol derivatives bearing a bromine atom using a palladium(0)/diethylzinc system
A general and efficient synthesis of allenes using a palladium(0)/diethylzinc system is described. Treatment of mesylates or trichloroacetates of (E)- or (Z)-2-bromoalk-2-en-1-ols with diethylzinc in the presence of a catalytic amount of palladium(0) affords allenes bearing an aminoalkyl, alkyl, or aryl substituent(s) in good to high yields. No transfer of chirality from the stereogenic center carrying the mesyloxy group to the allene was observed.
A radical based addition-elimination route for the preparation of indoles
Indoles, including tricyclic derivatives, are produced by cyclisations of aryl radicals onto vinyl halides followed by elimination of halide radical and tautomerism of the resulting product; the aryl radicals are produced using "clean methodology" either by reaction of iodide ions with arenediazonium salts or by reaction of phosphorus-centred radicals with aryl iodides. The Royal Society of Chemistry 2000.
Murphy, John A.,Scott, Karen A.,Sinclair, Rhoha S.,Martin, Concepcion Gonzalez,Kennedy, Alan R.,Lewis, Norman
p. 2395 - 2408
(2007/10/03)
A new synthesis of indoles
Aryl radical cyclisation onto appropriate vinyl bromides leads to a new route to indoles.
Murphy, John A.,Scott, Karen A.,Sinclair, Rhona S.,Lewis, Norman
p. 7295 - 7298
(2007/10/03)
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