73083-29-1

Upstream product

• 109-65-9 1-bromo-butane 
• 140-29-4 phenylacetonitrile 
• 3677-81-4 diphenylboronchloride 
• 693-02-7 hex-1-yne 
• 110-86-1 pyridine 
• 25755-73-1 2-benzene-2-butylethanol 
• 70-11-1 α-bromoacetophenone 
• 88965-92-8 1-n-butyl-1-phenyl epoxide 
• 841-76-9 triphenylaluminium 
• 66-25-1 hexanal 

Downstream Products

• 92776-47-1 (+/-)-4-phenyl-oct-2Ξ-ene 
• 1016970-36-7 4-butyl-1,2-diphenylnaphthalene 
• 1134172-48-7 (Z)-3-(2-phenylhex-1-en-1-yl)oxazolidin-2-one 

Relevant academic research and scientific papers

Synthesis of Allylboranes via Cu(I)-Catalyzed B-H Insertion of Vinyldiazoacetates into Phosphine-Borane Adducts

Cu(I) catalysts enable C-B bond formation via direct insertion of vinyldiazoacetates into B-H bonds of borane-phosphine Lewis adducts to form phosphine-protected allylboranes under mild conditions. The resulting allylborane-phosphine Lewis adducts can be used in the diastereoselective allylation of aldehydes directly without the need for removal of the phosphine. The allylation reaction proceeds with high diastereoselectivity and yields 5,6-disubstituted dihydropyranones after treatment with an appropriate acid.

Vicinal Functionalization of N-Alkoxyenamines: Tandem Umpolung Phenylation-Nucleophilic Addition Reaction Sequence

The vicinal functionalization of N-alkoxyenamines, derived in situ from aldehydes and isoxazolidines, has been achieved with the formation of two new carbon-carbon bonds by utilizing an organo-aluminum reagent and subsequent allylmagnesium bromide or tributyltin cyanide as external carbon-centered nucleophiles. By changing the second carbon nucleophile, various amine derivatives were obtained in good yields. An efficient and four-component reaction was developed. The double nucleophilic reaction of N-alkoxyenamines, derived in situ from aldehyde and isoxazolidine, afforded functionalized amines.

Syntheses of functionalized allylamines via lithiated intermediates

Lithiated allylamines are easily available by tin-lithium exchange from stannylated allylamines and are suitable nucleophiles for a wide range of conversions. With aldehydes and ketones, aminomethylated allyl alcohols are formed, whereas the reaction with α-brominated ketones gives rise to vinyl epoxides or aldehydes, depending on the reaction and workup conditions used. Copyright

Gold-Catalyzed Electrophilic Addition to Arylalkynes. A Facile Method for the Regioselective Synthesis of Substituted Naphthalenes

An interesting gold-catalyzed electrophilic addition to arylalkyne to synthesize substituted naphthalenes has been presented. Different metal hexafluoroantimonates have also been found to effect the transformation. Counter anion and oxo- and alkynophilicities of catalytic gold species might play an important role in this annulation reaction.

Boration Reactions with 1-Alkynes

Halodiorganoboranes R2BHal(R = Et, Ph) as well as benzyldihaloboranes PhCH2BHal2 undergo a regiospecific addition to the triple-bond of 1-alkynes ACCR'.The reversible haloboration (1) gives Z-alkenes as the more stable isomers.At elevated temperatures, the irreversible 1,1-organoboration (2) predominates, accompanied by a 1,2-transfer of A, whereas the 1,2-organoboration (3) is observed only as an unimportant side-reaction in a few cases.The cyclisation (4) occurs as a sequence of cis-haloboration and intramolecular aromatic alkenylation in the case of PhCH2BCl2 as borating agent.

Direct Conversion of Nitriles to α-Alkylated Aldehydes

An efficient one-pot process for direct conversion of primary and secondary nitriles to α-alkylated aldehydes has been developed.