169268-95-5

Upstream product

• 589-09-3 N-allyl-N-phenylamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3422-01-3 tert-butyl phenylcarbamate 
• 106-95-6 allyl bromide 
• 1345987-89-4 C₁₄H₁₇NO₂ 
• 34619-03-9 tert-butyldicarbonate 
• 62-53-3 aniline 

Downstream Products

• 169269-02-7 (3-Hydroxy-propyl)-phenyl-carbamic acid tert-butyl ester 
• 1018479-37-2 C₁₇H₂₃NO₄ 
• 1380209-35-7 ethyl 5-(2-azidophenyl)-4-iodopentanoate 
• 78480-04-3 1‐allyl‐2‐azidobenzene 
• 1620683-30-8 (E)-tert-butyl phenyl(3-(p-tolyl)prop-1-en-1-yl)carbamate 
• 1620683-31-9 (Z)-tert-butyl phenyl(3-(p-tolyl)prop-1-en-1-yl)carbamate 
• 708-57-6 5-methyl-3-phenyl-oxazolidin-2-one 
• 99184-18-6 5-(chloromethyl)-3-(4-chlorophenyl)oxazolidin-2-one 
• 98963-12-3 5-(bromomethyl)-3-phenyloxazolidin-2-one 
• 711-85-3 5-(chloromethyl)-3-phenyl-1,3-oxazolidin-2-one 
• 3422-01-3 tert-butyl phenylcarbamate 
• 51315-71-0 E-4-methyl-N-(2-(prop-1-en-1-yl)phenyl)benzenesulfonamide 
• 32704-22-6 2-allyl-phenylamine 
• 33149-71-2 trans-β-methyl-o-aminostyrene 

Relevant academic research and scientific papers

Ligand-Controlled Regiodivergence for Catalytic Stereoselective Semireduction of Allenamides

Ligand-controlled regiodivergence has been developed for catalytic semireduction of allenamides with excellent chemo- and stereocontrol. This system also provides an example of catalytic regiodivergent semireduction of allenes for the first time. The divergence of the semireduction is enabled by ligand switch with the same palladium pre-catalyst under operationally simple and mild conditions. Monodentate ligand XPhos exclusively promotes selective 1,2-semireduction to afford allylic amides, while bidentate ligand BINAP completely switched the regioselectivity to 2,3-semireduction, producing (E)-enamide derivatives.

Palladium-catalyzed γ-selective arylation of zincated Boc-allylamines

The regio- and diastereoselective arylation of Boc-protected allylamines was performed via a one-pot lithiation/transmetalation to zinc/cross-coupling sequence, through an appropriate choice of a phosphine ligand. A variety of γ-arylated products were obtained in moderate to good yield, and the products could be directly transformed into valuable γ-arylamines and β-aryl aldehydes.

Synthesis of indolines, indoles, and benzopyrrolizidinones from simple aryl azides

A simple approach to prepare indolines and benzopyrrolizidinones from ortho-azidoallylbenzenes via a tandem radical addition/cyclization is described. The use of triethylborane to initiate and sustain the process provides the best results. Indolines are easily converted into the corresponding indoles by oxidation with manganese dioxide.

A new entry to the phenanthridine ring system

A new synthesis of phenanthridine derivatives having three-point diversity has been developed based on the sequential application of three-atom economic processes viz. aza-Claisen rearrangement, ring-closing enyne metathesis and Diels-Alder reaction as key steps. An unexpected isomerisation was observed during aza-Claisen rearrangement of N-allylanilines which may open up new opportunities in heterocyclic synthesis.

N-t-butoxycarbonyl protection of primary and secondary amines in the hydroboration reaction: Synthesis of amino alcohols

The use of the BOC group as a protecting group in the hydroboration of aminoalkenes is described. The isolated yields of amino alcohols via the hydroboration-oxidation sequence are excellent.