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Upstream product

• 865-50-9 iodomethane-d3 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 811-98-3 d⁽⁴⁾-methanol 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 23726-00-3 <²H9>trimethylsulphoxonium iodide 

Downstream Products

• 27914-54-1 4-(methoxy-d₃)benzoic acid 
• 342611-03-4 C₈H₄⁽²⁾H₄O₂ 

Relevant academic research and scientific papers

Semiheterogeneous Dual Nickel/Photocatalytic (Thio)etherification Using Carbon Nitrides

A carbon nitride material can be combined with homogeneous nickel catalysts for light-mediated cross-couplings of aryl bromides with alcohols under mild conditions. The metal-free heterogeneous semiconductor is fully recyclable and couples a broad range of electron-poor aryl bromides with primary and secondary alcohols as well as water. The application for intramolecular reactions and the synthesis of active pharmaceutical ingredients was demonstrated. The catalytic protocol is applicable for the coupling of aryl iodides with thiols as well.

Trideuteromethylation Enabled by a Sulfoxonium Metathesis Reaction

A conceptually novel sulfoxonium metathesis reaction between TMSOI and cost-effective DMSO-d6 is developed for the efficient generation of a new trideuteromethylation reagent TDMSOI. The new reagent TDMSOI is produced highly efficiently by simply heating a mixture of TMSOI and DMSO-d6 and directly used for subsequent trideuteromethylation in a "one-pot" operation. The preparative power of the new versatile reagent and the "one-pot" protocol is demonstrated by its use to install the ?CD3 moiety into broad functionalities including phenols, thiophenols, acidic amines, and enolizable methylene units in high yield and at a useful level of deuteration (>87% D).

Rhodium-catalyzed tunable oxidative cyclization toward the selective synthesis of α-pyrones and furans

The rhodium(iii)-catalyzed tunable oxidative cyclization of readily available N-tosylacrylamides and diazo compounds is presented, which offers a novel method for the selective construction of fully substituted α-pyrones and furans in a regiospecific manner by employing the acylsulfonamide group as a versatile in situ removable directing group.

Synthesis of isotopically labelled SGLT inhibitors and their metabolites

Isotopically labelled analogues of two structurally very similar SGLT inhibitors AVE2268 (1a) and AVE8887 (1b) have been synthesized by various routes. The radioactive labelled [14C]-AVE2268 was prepared in five steps including a Friedel-Crafts acylation as the key step for the 14C-label introduction. For [14C]-AVE8887 the same synthetic approach was not successful and therefore an alternative thiophene metallation/Weinreb amide sequence was developed. This pathway was also applied to obtain stable isotopically labelled analogues of both AVE2268 and AVE8887. Finally, the synthesis of two metabolites, sulfate 12 and glucuronide 13 were achieved by applying interesting protecting group and oxidation strategies.

Synthesis of 14C- and13C/2H-labeled SGLT inhibitors AVE2268 and AVE8887

Isotopically labeled analogues of two structurally very similar SGLT inhibitors AVE2268 (1a) and AVE8887 (1b) have been synthesized by various routes. The radioactive labeled [14C]-AVE2268 was prepared in 5 steps including a Friedel-Crafts acylation as the key step for the 14C-label introduction. For [14C]-AVE8887 the same synthetic approach was not successful and therefore an alternative thiophene metalation/Weinreb amide sequence was developed. This pathway was also applied to obtain stable isotopically labeled analogs of both AVE2268 and AVE8887. Copyright r 2010 John Wiley & Sons, Ltd.

Acyl radical reactions in fullerene chemistry: Direct acylation of [60]fullerene through an efficient decatungstate-photomediated approach

A versatile and highly efficient photochemical methodology for the direct acylation of C60 has been developed. This approach utilizesa wide variety of acyl radicals derived from aldehydes through a hydrog en atom abstraction process mediated by