80221-16-5

Upstream product

• 134260-67-6 1,5-diphenyl-pent-1-yn-3-ol 
• 104-53-0 3-phenyl-propionaldehyde 
• 63124-66-3 1,5-diphenyl-pent-1-en-4-yn-3-ol 
• 536-74-3 phenylacetylene 
• 18685-03-5 (E)-1-(4-chlorobut-3-en-1-ynyl)benzene 
• 53317-09-2 9-benzyl-9-borabicyclo[3.3.1]nonane 

Relevant academic research and scientific papers

Palladium-catalysed Dehydration of Propynyl Alcohols with Tin(II) Chloride

α,γ-Disubstituted propynyl alcohols having a proton on 1-position of α-substituent have been dehydrated using PdCl2(PPh3)2 and SnCl2 in 1,3-dimethylimidazolidin-2-one under neutral conditions to produce 1,4-disubstituted (Z)-but-3-en-1-ynes stereoselectiv

Synthesis of 1,5-diphenylpent-3-en-1-yne derivatives utilizing an aqueous B-alkyl Suzuki cross coupling reaction

1,5-Diphenylpent-3-en-1-yne derivatives were isolated in minor quantities from terrestrial plants and exhibited strong anti-inflammatory activity. A cross coupling reaction between B-benzyl-9-BBN and chloroenynes under mild condition was developed resulti

Facile coupling of propargylic, allylic and benzylic alcohols with allylsilane and alkynylsilane, and their deoxygenation with Et3SiH, catalyzed by Bi(OTf)3 in [BMIM][BF4] ionic liquid (IL), with recycling and reuse of the IL

Allyltrimethylsilane (allyl-TMS) reacts with propargylic alcohols 1a-1d in the presence of 10% Bi(OTf)3 in [BMIM][BF4] solvent to furnish the corresponding 1,5-enynes in respectable isolated yields (87-93%) at room temperature. The utility of Bi(OTf)3 as a superior catalyst was demonstrated in a survey study on coupling of allyl-TMS with 1a employing several metallic triflates (Bi, Ln, Al, Yb) as well as, B(C6F 5)3, Zn(NTf2)2 and Bi(NO 3)3·5H2O. Coupling of cyclopropyl substituted propargylic alcohol 1e with allyl-TMS gave the skeletally intact 1,5-enyne and a ring opened derivative as a mixture. Coupling of propargylic/allylic alcohol 1f with allyl-TMS resulted in allylation at both benzylic (2 isomers) and propargylic positions, as major and minor products respectively. The scope of this methodology for allylation of a series of allylic and benzylic alcohols was explored. Chemoselective reduction of a host of propargylic, propagylic/allylic, bis-allylic, allylic, and benzylic alcohols with Et3SiH was achieved in high yields with short reaction times. The same approach was successfully applied to couple representative propargylic and allylic alcohols with 1-phenyl-2-trimethylsilylacetylene. The recovery and reuse of the ionic liquid (IL) was gauged in a case study with minimal decrease in isolated yields after six cycles.

A novel synthesis of (Z)-enynes and (Z)-enediynes from prop-2-ynyl alcohols

The conjugated (Z)-enynes and (Z)-enediynes were synthesized by dehydration of prop-2-ynyl alcohols with polyphosphoric acid trimethysilyl ester.