63124-67-4

Upstream product

• 536-74-3 phenylacetylene 
• 123-73-9 trans-Crotonaldehyde 
• 932-88-7 1-iodo-2-phenylethyne 
• 4440-01-1 lithium phenylacetylide 

Downstream Products

• 138943-51-8 acetic acid (E)-1-methyl-5-phenyl-pent-2-en-4-ynyl ester 
• 138943-50-7 N-((E)-1-Methyl-5-phenyl-pent-2-en-4-ynyl)-acetamide 
• 100123-13-5 6-phenyl-hexa-1,3-dien-5-yne 
• 1133295-99-4 3-trimethylsilyloxy-1-phenylhex-4-en-1-yne 
• 1133295-62-1 (E)-(5-isopropoxyhex-3-en-1-ynyl)benzene 
• 1611477-85-0 (E)-3-phenyl-5-(prop-1-en-1-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-oxaborol-2(5H)-ol 
• 56963-50-9 (E)-6-Phenyl-hex-3-en-5-yn-2-ol 
• 56963-37-2 (Z)-6-phenyl-hex-3-en-5-yn-2-ol 

Relevant academic research and scientific papers

Synthesis of quinazoline based chiral ligands and application in the enantioselective addition of phenylacetylene to aldehydes

Five novel 4-phenylquinazolinols were synthesised in three steps. Their application as ligands in the titanium tetraisopropoxide promoted catalytic enantioselective addition of phenylacetylene to a variety of aldehydes gave propargylic alcohols. Under the

Double gold-catalysed annulation of indoles by enynones

The gold-catalysed double functionalisation of indoles is presented. Enynones are used to annulate indoles via a double sodium tetrachloroaurate- catalysed process involving a mixture of C-H activation and alkyne activation modes of promotion. Good yields

Synthesis of phosphine-ligated zinc acetylide dimers: Enhanced reactivity in carbonyl additions

Phosphine-ligated dinuclear zinc acetylides effectively promote the alkynylation of carbonyl derivatives. Good to excellent yields (46-91%) of the corresponding propargylic alcohols were obtained from a wide range of substrates. Crystallographic evidence

Silica gel-mediated rearrangement of allylic acetates. Application to the synthesis of 1,3-enynes

Silica gel was found to efficiently promote the rearrangement of allylic acetates into their most stable regioisomers under microwave irradiation. The reaction is easy to perform and eco-friendly. This method was applied to the metal-free synthesis of 1,3-enynes.

Reactivity of 3-silyloxy-1,4-enynes: Gold(III)-catalyzed regioselective nucleophilic substitution

Gold-catalyzed reactions of 3-silyloxy-1,4-enynes with alcohols afford primary, secondary, and tertiary pent-2-en-4-ynyl ethers in moderate to excellent yields. The substitution proceeds with high regioselectivity. An initial cyclization providing five-me

Gold-catalyzed tandem cycloisomerization of alkynyloxiranes with nucleophiles: An efficient approach to 2,5-disubstituted furans

An efficient approach to 2,5-disubstituted furans has been developed by utilizing gold-catalyzed sequential nucleophilic attack onto metal-complexed alkynes with complete regioselectivity. The reaction proceeds efficiently under mild conditions with comme

Chiral macrocycle-catalyzed highly enantioselective phenylacetylene addition to aliphatic and vinyl aldehydes

(Chemical Equation Presented) The 1,1′-binaphthyl macrocycle (S)-2 is found to be an excellent catalyst for the alkyne addition to aldehydes. In the presence of (S)-2 (20 mol %) and Me2Zn (2 equiv) in THF at room temperature, the addition of ph

Ultrasound-assisted synthesis of functionalized arylacetylenes

A convenient and inexpensive ultrasound-assisted preparation of functionalized arylacetylenes using metallic lithium is reported.

Highly enantioselective phenylacetylene additions to both aliphatic and aromatic aldehydes.

The readily available and inexpensive BINOL in combination with Ti(O(i)Pr)(4) is found to catalyze the reaction of an alkynylzinc reagent with various types of aldehydes including aliphatic aldehydes, aromatic aldehydes, and other alpha,beta-unsaturated a

ALDEHYDE-SELECTIVE ADDITION OF ALKYNYLCHROMIUM COMPOUNDS PREPARED BY REDUCTION OF ALKYNYL HALIDES WITH CHROMIUM(II) REAGENT

Alkynyl halides are reduced by chromium(II) chloride in DMF to give unisolable alkynylchromium compounds which add selectivity to an aldehyde moiety without affecting the coexisting ketone group of the substrate.