6533b86efe1ef96bd12cc752

RESEARCH PRODUCT

ChemInform Abstract: trans- and cis-Bicyclo(n.1.0)alk-2-ynes of Medium Ring Size.

Herbert MeierH. Detert

subject

chemistry.chemical_classificationRing sizeKetoneBicyclic moleculeFragmentation (mass spectrometry)chemistryReaction stepGeneral MedicineTriple bondMedicinal chemistry

description

Starting from cycloalkenes, the cis- or trans-cyclopropano anellated cycloalkynes 2–7 of medium ring size were synthesized. The triple bonds were introduced in the final reaction step either by the fragmentation of the corresponding 1,2,3-selenadiazoles or by direct dehydration of a ketone (Scheme 2). The cis-fused bicycles 2 and 3 and the trans-fused bicycles 5, 6 and 7 could be isolated in a pure state. The intermediary existence of the most strained system trans-bicyclo[7.1.0]dec-2-yne (4) was proven by trapping reactions.

https://doi.org/10.1002/chin.199741128