The palladium-catalyzed hydroarylation of arenediazonium tetrafluoroborates with alkynes in the presence of triphenylsilane affords stereoselectively hydroarylation products in moderate to high yields. The reaction tolerates a variety of substituents including keto, ester, cyano, and nitro groups and can be performed as a one-pot procedure generating the arenediazonium salt in situ. With ethyl phenylpropynoate as the starting alkyne, the hydroarylation affords ethyl (2)-2-arylcinnamates stereo- and regioselectively.
Palladium-catalyzed hydroarylation of alkynes with arenediazonium salts / Cacchi, Sandro; Fabrizi, Giancarlo; Goggiamani, Antonella; Daniela, Persiani. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 10:8(2008), pp. 1597-1600. [10.1021/ol800266e]
Palladium-catalyzed hydroarylation of alkynes with arenediazonium salts
CACCHI, Sandro;FABRIZI, Giancarlo;GOGGIAMANI, ANTONELLA;
2008
Abstract
The palladium-catalyzed hydroarylation of arenediazonium tetrafluoroborates with alkynes in the presence of triphenylsilane affords stereoselectively hydroarylation products in moderate to high yields. The reaction tolerates a variety of substituents including keto, ester, cyano, and nitro groups and can be performed as a one-pot procedure generating the arenediazonium salt in situ. With ethyl phenylpropynoate as the starting alkyne, the hydroarylation affords ethyl (2)-2-arylcinnamates stereo- and regioselectively.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
