188640-59-7

Upstream product

• 113850-76-3 N-(tert-butoxycarbonyl)-4-iodo-L-phenylalanine methyl ester 
• 1066-54-2 trimethylsilylacetylene 
• 1991-81-7 4-iodo-L-phenylalanine 
• 103882-09-3 N-Boc-4-I-Phe-OH 
• 63-91-2 L-phenylalanine 
• 113850-77-4 (S)-methyl 2-amino-3-(4-iodophenyl)propanoate 

Downstream Products

• 217968-53-1 ((C₂H₅)3P)2Pt(C₃₄H₄₀N₂O₈) 

Relevant academic research and scientific papers

Photochemical Dual-Catalytic Synthesis of Alkynyl Sulfides

A photochemical dual-catalytic cross-coupling to form alkynyl sulfides via C(sp)?S bond formation is described. The cross-coupling of thiols and bromoalkynes is promoted by a soluble organic carbazole-based photocatalyst using continuous flow techniques. Synthesis of alkynyl sulfides bearing a wide range of electronically and sterically diverse aromatic alkynes and thiols can be achieved in good to excellent yields (50–96 %). The simple continuous flow setup also allows for short reaction times (30 min) and high reproducibility on gram scale. In addition, we report the first application of photoredox/nickel dual catalysis towards macrocyclization, as well as the first example of the incorporation of an alkynyl sulfide functional group into a macrocyclic scaffold.

A palladium and gold catalytic system enables direct access to O- and S-linked non-natural glyco-conjugates

Here we report a straightforward cross-coupling method for the synthesis of non-natural glycoamino acids from alkyne-bearing monosaccharides and p-iodophenylalanine. Pd/Au-catalyzed Sonogashira coupling is tolerant to both O- and S-glycosides without any epimerization. In addition, no racemization of the amino acid was observed allowing direct access to the homogeneous glyco-conjugate in a single step. Notably, this Pd/Au catalytic system presents enhanced catalytic activity than conventional Pd/Cu and Pd-only platforms, and it further enables the convergent synthesis of glycodipeptides.

A simple, efficient, regioselective and one-pot preparation of N-hydroxy- and N-O-protected hydroxyindoles via cycloaddition of nitrosoarenes with alkynes. Synthetic scope, applications and novel by-products

The thermal reaction between nitrosoarenes and alkynes under alkylating conditions produces N-alkoxyindoles as the major products in moderate to good yields and excellent regioselectivity. Various electrophiles are used affording different N-O-protected hydroxyindoles in a multi-component fashion. Privileged acetylenic substrates used in reactions with substituted nitrosoarenes are arylalkynes or propiolates. Potentially bioactive compounds and other classes of highly functionalizable indole products were prepared. Reactions between o-carbomethoxy-nitrosoarenes and arylacetylenes provided tricyclic compounds containing an acylaziridine indoline skeleton.

α-amino acid Troeger base derivatives, possible conformationally restricted scaffolds?

The first synthesis of innovative α-amino acid conjugates of Troeger base is reported; their potential application as conformationally restricted scaffolds is proposed and has been investigated using high level ab initio calculations. The Royal Society of Chemistry.