709665-45-2

Upstream product

• 146432-19-1 B-allenyl-9-BBN 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 106-96-7 propargyl bromide 

Downstream Products

• 1402235-34-0 ethyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)benzoate 
• 1234935-65-9 2-(dimethylphenylsilyl)-3-(4-ethoxycarbonylphenyl)-2-propene 
• 1234935-64-8 2-(dimethylphenylsilyl)-3-(4-ethoxycarbonylphenyl)-1-propene 

Relevant academic research and scientific papers

Suzuki-miyaura cross coupling reactions of b-Allenyl-9-BBN

Despite the tremendously wide scope of the palladiumcatalyzed SuzukiMiyaura cross coupling, boron-based allenylation reactions of aryl halides are virtually unknown. It is now demonstrated that the borate complex formed in situ from B-allenyl-9-BBN and NaOMe in DMF allows aryl- and heteroaryl iodides to be allenylated under mild conditions.

Synthesis of mono- and 1,3-disubstituted allenes from propargylic amines via palladium-catalysed hydride-transfer reaction

Mono- and 1,3-disubstituted allenes were synthesized from the corresponding propargylamines via palladium-catalysed hydride-transfer reaction. In the current transformation, propargylic amines can be handled as allenyl anion equivalents and introduced int

Development of highly chemoselective bulky zincate complex, tBu 4ZnLi2: Design, structure, and practical applications in small-/macromolecular synthesis

We present full details of the unique reactivities of the newly developed dianion-type bulky zincate, dilithium tetra-ferf-butylzincate (tBu 4ZnLi2). With this reagent, halogen-zinc exchange reaction of variously functionalized haloaromatics and anionic polymerization of N-isopropylacrylamide (NIPAm)/styrene with excellent chemoselectivity were realized. Halogen-zinc exchange reaction followed by electrophilic trapping with propargyl bromide provided a convenient route to functionalized phenylallenes, particularly those with electrophilic functional groups (such as cyano, amide and halogens). Spectral and computational studies of the structure in the gas and liquid phases indicated extraordinary stabilization of this dianion-type zincate by its bulky ligands.

1,2-Bis(diphenylphosphino)carborane as a dual mode ligand for both the Sonogashira coupling and hydride-transfer steps in palladium-catalyzed one-pot synthesis of allenes from aryl iodides

One-pot allene synthesis from aryl iodides 1 and propargyldicyclohexylamine 2 proceeded in the presence of Pd2(dba)3·CHCl 3 catalyst (2.5 mol %), 1,2-bis(diphenylphosphino)carborane 5 (10 mol %), Cul (15 mol %), and Et3N (150 mol %) to give the corresponding allenes 4 in good to high yields. Electron-deficient bidentate phosphines, such as 1,2-bis(diphenylphosphino)carborane 5 and (C6F5) 2PC2H4P(C6F5) 2, play the role of a dual mode ligand for both the Sonogashira coupling and hydride-transfer reactions.

Synthesis of Allenes via Palladium-Catalyzed Hydrogen-Transfer Reactions: Propargylic Amines as an Allenyl Anion Equivalent

Synthesis of allenes has been achieved by using palladium-catalyzed hydrogen-transfer reactions. Various propargylic amines, which were readily prepapred from iodobenzenes and propargylic amines by Sonogashira coupling reaction, underwent the hydrogen-tra