S. Gronowitz et al., THE EFFECT OF SOME ADDITIVES ON THE STILLE PD0-CATALYZED CROSS-COUPLING REACTION, Journal of organometallic chemistry, 460(1), 1993, pp. 127-129
It has been found that the addition of cupric oxide to the cross-coupl
ing reaction (Stille reaction) of 2-tributylstannylpyridine with vario
us halobenzenes and heterocyclic halides leads to a much faster reacti
on and higher yields. This is also the case for the formation of thien
o[3,2-h]-1,6-naphthyridine from 2-(2-trimethylstannyl-3-pyridyl)-1,3-d
ioxolane and t-butyl-N-(2-bromo-3-thienyl)carbamate.