127356-60-9

Upstream product

• 1461-22-9 tributyltin chloride 
• 672-65-1 (1-chloroethyl)benzene 
• 7440-66-6 zinc 
• 6655-35-2 Acetophenone o-nitrophenylsulfonylhydrazone 
• 688-73-3 tri-n-butyl-tin hydride 
• 98-86-2 acetophenone 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 

Downstream Products

• 145147-75-7 (2R^*,3S^*,4S^*)-4-Methyl-2-phenyl-3-hexanol 
• 145147-75-7 (2R^*,3S^*,4R^*)-4-Methyl-2-phenyl-3-hexanol 
• 145147-75-7 (2R^*,3R^*,4S^*)-4-Methyl-2-phenyl-3-hexanol 
• 145147-75-7 (2R^*,3R^*,4R^*)-4-Methyl-2-phenyl-3-hexanol 
• 145147-74-6 (2S^*,3S^*,4S^*)-2-(Dibenzylamino)-3,4-diphenyl-3-pentanol 
• 145147-74-6 (2S^*,3S^*,4R^*)-2-(Dibenzylamino)-3,4-diphenyl-3-pentanol 
• 145147-74-6 (2S,3S,4R)-2-(Dibenzylamino)-3,4-diphenyl-3-pentanol 
• 145147-74-6 (2S,3S,4S)-2-(Dibenzylamino)-3,4-diphenyl-3-pentanol 
• 145147-72-4 (2S^*,4S^*)-2-(Dibenzylamino)-4-phenyl-3-pentanone 
• 145147-72-4 (2S^*,4R^*)-2-(Dibenzylamino)-4-phenyl-3-pentanone 
• 145147-72-4 (2S,4R)-2-(Dibenzylamino)-4-phenyl-3-pentanone 
• 145147-72-4 (2S,4S)-2-(Dibenzylamino)-4-phenyl-3-pentanone 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

Iron Porphyrin Catalyzed Insertion Reaction of N-Tosylhydrazone-Derived Carbenes into X-H (X = Si, Sn, Ge) Bonds

An efficient Fe(TPP)Cl catalyzed insertion reaction of in situ generated benzylic carbenes from N-tosylhydrazones into X-H (X = Si, Sn, Ge) was developed. Silanes bearing tertiary, secondary, and primary (3°, 2°, and 1°) Si-H bonds all reacted well to afford insertion products in moderate to high yields (up to 97%), and the reaction time could be significantly shortened to 1 h under microwave irradiation. A programmable stepwise double insertion strategy was developed for the synthesis of unsymmetrical tetrasubstituted silanes.

Preparation method of alkyl tin compound or benzyl tin compound

The invention discloses a preparation method of an alkyl tin compound or a benzyl tin compound. N-tosylhydrazones, tri-n-butyltin hydride and alkali react in an organic solvent to obtain the alkyl tin compound or the benzyl tin compound. The addition of a phase transfer catalyst can effectively promote the reaction. According to the method disclosed by the invention, it is first time that the alkyl tin compound or the benzyl tin compound is directly obtained under the mild condition from N-tosylhydrazones without transition metal, the reaction efficiency is high, the reaction cost is low, and the method has good tolerance and universality on functional groups and can be widely used for preparing the alkyl tin compound or the benzyl tin compound.

Silver(i)-promoted insertion into X-H (X = Si, Sn, and Ge) bonds with N-nosylhydrazones

Silver(i)-promoted carbene insertion into X-H (X = Si, Sn, and Ge) bonds has been realized by using unstable diazo compounds, which are generated in situ from N-nosylhydrazones as carbene precursors. The reaction tolerates a wide range of functional groups and delivers a number of valuable silicon-containing compounds in very high yields (up to 96%). Moreover, organostannanes and organogermanes were as well effectively obtained in very good yields under optimal conditions.

Preparation and reactions of functionalized benzylic organometallics of zinc and copper

The reaction of zinc dust with primary or secondary benzylic halides 1 bearing various functional groups such as an ester, halide, cyano, or even a ketone group, in THF or, in the case of benzylic chlorides, in THF:DMSO (4:1), furnishes the corresponding zinc organometallics 2 in high yields. The reaction is accompanied by less than 10% of Wurtz coupling products. The benzylic copper organometallics 3, obtained after a transmetalation of 2 with the THF-soluble copper salt CuCN·2LiCl at -20°C, react in excellent yields (70-95%) with various electrophiles such as acid chlorides, enones, aldehydes, allylic bromides, ethyl propiolate, and tributyltin chloride, leading to the polyfunctional molecules of type 4.