Formyldiazomethane (CHOCHN2) and difluoromethyldiazomethane (CHF2CHN2) are two types of low molecular weight, easily volatile functionalized diazomethane derivatives. Taking advantage of the rich reactivity of diazomethane groups, they can introduce difluoromethyl or aldehyde groups into organic molecules. However, these two types of diazo compounds have the disadvantages of being gases under normal conditions, volatile, toxic and explosive; at the same time, the existing production methods of these two highly active reagents require direct manipulation of explosive diazo solutions, resulting in experimental operation processes There are major safety risks.

Following the successful development of trifluoromethyldiazomethane reagent (TFHZ-Tfs, Cat. No. 9025326), Professor Bi Xihe’s research group at Northeast Normal University recently developed a new type of reagent: difluoroacetaldehyde N-o-trifluoro Toluenesulfonylhydrazone (DFHZ-Tfs, Cat. No. 9171852), sold exclusively by Bailingwei. Under the action of alkali, DFHZ-Tfs can produce difluoromethyldiazomethane (anhydrous organic solvent system) or formyldiazomethane (solution system) in situ only by changing the reaction solvent, avoiding the need for experimenters to directly Contact with dangerous reagents fundamentally solves the problem of safe production and use of difluoromethyldiazomethane and formyldiazomethane (Figures 1 and 2).

In addition, this reagent shows the advantages of high efficiency, high selectivity, and high yield in cyclopropanation reaction and Doyle-Kirmse reaction (Figure 3).

Figure 1. Difluoroacetaldehyde N-trifluoromethylbenzenesulfonylhydrazone（DFHZ-Tfs， Cat. No. 9171852）Characteristics

Figure 2. DFHZ-Tfs generates difluoromethyldiazomethane under anhydrous reaction conditions; formsyldiazomethane under aqueous conditions [1][1]

1. Yongquan Ning, Xinyu Zhang, Yi Gai, Yuanqing Dong, Paramasivam Sivaguru, Yingying Wang, Bhoomireddy Rajendra Prasad Reddy, Giuseppe Zanoni, Xihe Bi*, Angew. Chem. Int. Ed. 2020, 59, 6473–6481.