271600-36-3

Upstream product

• 4248-19-5 tert-butyl carbazate 
• 100-52-7 benzaldehyde 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 3753-27-3 sodium 4-methylbenzenesulfonothioate 
• 657-84-1 sodium tosylate 

Downstream Products

• 42116-44-9 N-tert-butoxycarbonylbenzylamine 
• 172613-65-9 N-(2-oxo-1-phenyl-1-propyl)-carbamic acid tert-butyl ester 
• 864871-38-5 diethyl 2-(1-(N-tert-butoxycarbonylamino)-1-phenylmethyl)malonate 
• 1001022-93-0 (1S,2R)-2-nitro-1-phenylpropyl-carbamic acid tert-butyl ester 
• 685132-82-5 (1R,2S)-2-nitro-1-phenylpropyl-carbamic acid tert-butyl ester 
• 685132-79-0 tert-butyl [(1R)-2-nitro-1-phenylethyl]carbamate 
• 885696-47-9 2-(tert-butoxycarbonylamino-phenyl-methyl)-malonic acid dimethyl ester 
• 1011258-60-8 diethyl [2-tert-butoxycarbonylamino-1-(diethoxyphosphoryl)-2-phenylethyl]phosphonate 
• 1071052-09-9 tert-butyl (2-cyano-1-phenyl-allyl)carbamate 
• 1071051-83-6 methyl 2-[tert-butoxycarbonylamino(phenyl)methyl]acrylate 

Relevant academic research and scientific papers

Ruthenium Metathesis: A Key Step to Access a New Cyclic Tetrasubstituted Olefin Platform

An rapid and mild synthetic route for the preparation of cyclic tetrasubstituted platforms via ruthenium-catalyzed ring-closing metathesis (RCM) has been developed. This process tolerates a wide range of functionalities such as nitrogen, oxygen, sulfur, silicon, and carbon tethered groups, as well as very challenging fluorine and boron atoms (36 derivatives, up to 96%). This diversity-oriented method was further demonstrated by the postfunctionalization reactions, such as Pd-couplings, N-substitution, and reductive amination introducing a morpholine moiety.

Enantioselective synthesis of diaryl aziridines using tetrahydrothiophene- based chiral sulfides as organocatalysts

This work describes catalytic and asymmetric aziridinations (15 examples, 95-98% ee) of benzyl bromide and imines via the imino Corey-Chaykovsky reaction using (thiolan-2-yl)diarylmethanol benzyl ether as an organocatalyst. The catalyst and analogues thereof were prepared through an expeditious and efficient synthetic route featuring a double nucleophilic substitution and Shi epoxidation as key steps.

Leaving group and regioselectivity switches in the aminoalkylation reaction of indoles and related heterocycles with α-amido sulfones

The regioselective aminoalkylation of indoles and related heterocycles with α-amido sulfones under basic conditions has been studied. The reaction that employed the MeMgBr/MgBr2 system provided high yields of 3-(1-carbamoylalkyl)indoles. On the other hand, the reaction that used Cs 2CO3 afforded 1-(1-carbamoylalkyl)indoles exclusively in high yields. The first reaction constitutes a switch of the leaving group of the α-amido sulfone in comparison to previously reported reactions between indoles and α-amido sulfones, which provided 3-(1-arylsulfonylalkyl) indoles. The second reaction constitutes a switch in the regioselectivity. The extensions of these C- and N-aminoalkylations starting from pyrroles and 7-azaindole have also been studied. Structurally diverse aminoalkylated indoles, pyrroles, and 7-azaindoles were obtained with excellent yield in most of the cases. The regioselective aminoalkylation of indoles and heterocycles with α-amido sulfones under basic conditions is described. The reaction with MeMgBr/MgBr2 gives 3-(1-carbamoylalkyl)indoles, whereas employing Cs2CO3 yields 1-(1-carbamoylalkyl)indoles. The first case presents a switch of the leaving group of the α-amido sulfone, whereas the second demonstrates a switch in the regioselectivity. Copyright

Highly cis-selective synthesis of iodo-aziridines using diiodomethyllithium and in situ generated N-Boc-imines

The first preparation of iodoaziridines is described. The addition of diiodomethyllithium to N-Boc-imines affords these novel aziridines in high yields. The reaction proceeds in one-pot via a highly diastereoselective cyclisation of an amino gem-diiodide

Activation of the Si-B Linkage: Copper-Catalyzed addition of nucleophilic silicon to imines

Activation of the Si-B bond through copper-catalyzed transmetalation quickly developed into a practical method to generate Cu-Si reagents These silicon nucleophiles cleanly add to aldehyde-derived imine electrophiles to form R-silylated amines in protic media, and no carbon-tonitrogen Brook-type rearrangement of the intermediate anion is observed. Aside from electron-withdrawing groups at the imine nitrogen atom, for example, SO2Tol and P(O)Ph2, previously delicate nitrogen substituents such as phenyl or benzhydryl are tolerated. The same protocol also allows the unprecedented addition to representative ketone-derived imines.

InBr3: A versatile catalyst for the different types of Friedel-Crafts reactions

(Chemical Equation Presented) Mild and efficient InBr3-catalyzed Friedel-Crafts alkylation of heteroaromatic or electron-rich aromatic compounds with α-amido sulfones at room temperature in CH2Cl2 has been developed. The p

Synthesis of acylated keto amides from sulfonyl amides

Acylated ketoamides are prepared from sulfonyl amides and aldehydes or their related derivatives by a step of

An expeditious one-pot synthesis of diethyl N-Boc-1-aminoalkylphosphonates

A general one-pot, purification-free synthesis of diethyl N-Boc-1-aminoalkylphosphonates has been developed. The procedure involves base-catalyzed Michael-type addition of sodium diethyl phosphite to N-Boc imines generated in situ by the action of sodium

Reductive BOC-amination of aldehydes

Base-assisted elimination-reduction of α-amidoalkyl sulfones with sodium borohydride proceeds in tetrahydrofuran at room temperature leading to the corresponding BOC-amines in good yields.