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Coupling, organometallic Sonogashira

A couple of years ago we have disclosed a new mode of alkyne activation towards isomerization as a detouring outcome of the Sonogashira coupling. As a result of coupling electron deficient (hetero)aryl halides (or a,p-unsaturated p-halo carbonyl compounds) 11 and aryl propargyl alcohols 12 a new access to 1,3-di (hetero)aryl propenones 13, i.e., chalcones, was established (Scheme 9) [77, 78]. The scope for electron deficient (hetero)aromatic halides 11 is fairly broad and even organometallic complexes like 13c can be synthesized by this sequence. [Pg.35]

Palladium-catalyzed coupling reactions of 2-(5-iodoisoxazol-3-yl)pyridine 274 with a variety of organometallic compounds led to derivatives 275-278 through Sonogashira, Suzuki, Negishi, and Stille reactions, respectively (Scheme 64) <20010L4185>. [Pg.411]

Alternatives to the Sonogashira reaction involve the use of preformed alkynyl organometallics, such as trifluoroborates, or the reverse coupling of haloalkynes with organometaUics. ... [Pg.69]

Datta, A., Ebert, K. and Plenio, H. (2003) Nanoflltration for homogeneous catalysis separation soluble polymer-supported palladium catalysts for Heck, Sonogashira, and Suzuki coupling of aryl halides. Organometallics, 22, 4685-91. [Pg.125]

Sonogashira coupling of organohalides with acetylenes is a process which is normally assisted by the presence of a copper(l) catalyst, in which a copper(l) acetylide is generated in situ, and it is this transient organometallic derivative that delivers one of the R groups ... [Pg.193]

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See also in sourсe #XX -- [ Pg.904 ]



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Coupling, organometallic organometallics

Organometallic couplings

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