4300-27-0

Usage

InChI:InChI=1/C13H8/c1-2-3-4-5-7-10-13-11-8-6-9-12-13/h6,8-9,11-12H,1H3

Upstream product

• 4911-55-1 penta-1,3-diyne 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 10508-59-5 1-Phenyl-hepta-2,4-diyne-1,6-diol 
• 925-90-6 ethylmagnesium bromide 
• 605668-55-1 (3-dibromomethylenehexa-1,4-diynyl)benzene 
• 74-88-4 methyl iodide 
• 879560-03-9 (3-dibromomethylene-penta-1,4-diynyl)-benzene 
• 40201-94-3 1-bromopenta-1,3-diyne 
• 536-74-3 phenylacetylene 
• 919087-27-7 (E)-1-chloro-6-phenyl-1-hexene-3,5-diyne 
• 18685-03-5 (E)-1-(4-chlorobut-3-en-1-ynyl)benzene 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 10508-57-3 3-bromo-1-phenyl-prop-2-yn-1-ol 
• 637-44-5 phenylpropyolic acid 

Downstream Products

• 110166-90-0 1-(1'-phenylethynyl-2',2',3',3'-tetramethylcyclopropyl)-2-(1,2,2,3,3-pentamethylcyclopropyl)acetylene 
• 25095-18-5 1-Phenyl-6-methylsulfon-heptadiin-(1.3)-en-⁽⁵⁾ 

Relevant academic research and scientific papers

One-pot synthesis and functionalization of polyynes via alkylidene carbenoids

A one-pot, two-step method for the synthesis of diynes and triynes is reported. The reaction of a dibromoolefinic precursor with BuLi effects a Fritsch-Buttenberg-Wiechell rearrangement and generates a lithium acetylide intermediate, which is then trapped

One-pot formation and derivatization of di- and triynes based on the Fritsch-Buttenberg-Wiechell rearrangement

(Chemical Equation Presented) A divergent, one-pot synthesis of functionalized polyynes has been developed. Beginning with the appropriately substituted dibromoolefinic precursor, a carbenoid Fritsch-Buttenberg-Wiechell (FBW) rearrangement is used to gene

A one-pot synthesis and functionalization of polyynes

A one-pot synthesis and derivatization of diynes and triynes is reported. The polyyne framework is formed from a dibromoolefin precursor based on a carbenoid rearrangement, and the resulting Li-acetylide is then trapped in situ with an electrophile to pro

Synthesis of naturally occurring polyacetylenes via a bis-silylated diyne

A straightforward synthesis of a series of naturally occurring polyacetylenes has been developed, including the montiporynes A and C, possessing cytotoxic activity against several human solid tumor cells, the atractylodin, with antibiotic activity against Escherichia coli, and triynes, which display insecticidal activities, starting from the readily available 1,4-bis(trimethylsilyl)-1,3-butadiyne.

Highly efficient and selective synthesis of conjugated triynes and higher oligoynes of biological and materials chemical interest via palladium-catalyzed alkynyl-alkenyl coupling

(Diagram presented) Iteration of a Pd-catalyzed reaction of alkynyl- and oligoynylzincs with (E)-ICH=CHCl followed by metalation-termination with electrophiles(E) has provided a linear route to conjugated tri- and tetraynes, and Pd-catalyzed monoalkynylation of 1,1-dibromoenynes accompanied by dehydrobromination has provided a convergent route to conjugated tri-, tetra-, and pentaynes. Both display unprecedented high efficiency and selectivity.

Synthesis of naturally occurring acetylenes via an alkylidene carbenoid rearrangement

Naturally occurring mosquito larvicidal acetylenes 1 and 2, and analogues 3 and 4, each containing either a 1,3-butadiynyl or a 1,3,5-hexatriynyl moiety, are synthesized via a Fritsch - Buttenberg - Wiechell rearrangement. The alkylidene carbenoid interme