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Abstract

A process for the preparation of a disubstituted acetylene bearing heteroaromatic and heterobicyclic groups of formula I is provided wherein X is S, O, or NR.sup.1 wherein R.sup.1 is hydrogen or a C.sub.1-C.sub.6 straight or branched alkyl group; R is hydrogen or a C.sub.1-C.sub.6 straight or branched alkyl group; A is a substituted or unsubstituted pyridinyl, thienyl, furyl, pyridazinyl, pyrimidinyl or pyrazinyl group; n is 0-4; and B is H, --COOH, --CH.sub.2OH, --CHO or a C.sub.1-C.sub.6 alkyl acetal derivative, --COR.sup.2 or a C.sub.1-C.sub.6 alkyl ketal derivative where R.sup.2 is --(CH.sub.2).sub.mCH.sub.3 where m is 0-4 or COOR.sup.3 wherein R.sup.3 is a straight or branched C.sub.1-C.sub.30 alkyl group, a substituted or unsubstituted C.sub.6-C.sub.30 aromatic group, a substituted or unsubstituted C.sub.3-C.sub.30 cycloalkyl, a substituted or unsubstituted C.sub.3-C.sub.30 cycloalkylalkyl, a substituted or unsubstituted C.sub.3-C.sub.30 cycloalkenyl, a substituted or unsubstituted C.sub.5-C.sub.30 aryl, a substituted or unsubstituted C.sub.5-C.sub.30 arylalkyl, a substituted or unsubstituted C.sub.5-C.sub.30 heteroaryl, a substituted or unsubstituted C.sub.3-C.sub.30 heterocyclic ring, a substituted or unsubstituted C.sub.4-C.sub.30 heterocyclylalkyl, a substituted or unsubstituted C.sub.6-C.sub.30 heteroarylalkyl, the process comprising a Sonogashira coupling reaction between a compound of formula II wherein X and R have the aforestated meanings, with a compound of formula III X'-A-(CH.sub.2).sub.n--B (III) wherein X' is a halogen and A, n and B have the aforestated meanings, in the presence of a base and a transition metal catalyst and in a polar aprotic solvent.

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First Claim