1435518-23-2

Upstream product

• 1148036-49-0 5-(4-bromophenyl)-1-phenylpent-4-yn-1-one 
• 1066-54-2 trimethylsilylacetylene 
• 1369558-71-3 methyl 5-(4-bromophenyl)-4-pentynoate 
• 766-96-1 4-bromo-1-ethynylbenzene 

Downstream Products

• 1435518-48-1 7-(4-bromophenyl)-3-phenylhepta-1,6-diyn-3-yl benzoate 

Relevant academic research and scientific papers

Gold-catalyzed cycloisomerization of 1,6-diyne carbonates and esters to 2,4a-dihydro-1 H-fluorenes

A synthetic method to prepare 2,4a-dihydro-1H-fluorenes efficiently from gold(I)-catalyzed 1,2-acyloxy migration/cyclopropenation/Nazarov cyclization of 1,6-diyne carbonates and esters is described. The suggested reaction pathway provides rare examples of [2,3]-sigmatropic rearrangement in this class of compounds as well as the involvement of an in situ formed cyclopropene intermediate in gold catalysis. Experimental and ONIOM(QM:QM′) [our own n-layered integrated molecular orbital and molecular mechanics(quantum mechanics:quantum mechanics′)] computational studies based on the proposed Au carbenoid species provide insight into this unique selectivity.