55341-86-1

Upstream product

• 103-82-2 phenylacetic acid 
• 103-80-0 phenylacetyl chloride 
• 68872-03-7 N-phenylacetyl-N-tert-butylhydroxylamine 
• 143217-11-2 N-(mesyloxy)-N-tert-butylphenylacetamide 
• 19078-72-9 bromo(phenyl)acetyl chloride 
• 75-64-9 tert-butylamine 

Downstream Products

• 41804-43-7 methyl 2-(tert-butylamino)-2-phenylacetate 
• 27151-60-6 1-t-butyl-3-phenylaziridin-2-one 
• 98901-14-5 N-tert-butyl-2,3-diphenylpropanamide 

Relevant academic research and scientific papers

Rhodium-catalyzed coupling of α-lactams with indole derivatives

We report herein a method that allows for the formation of a C-N bond between the C-3 carbon of α-lactams and the nitrogen atom of indoles. A general procedure for the coupling of indoles and α-lactams in only 25 min with high yield is reported. The scope of the reaction was extended by the development of a method for the in situ generation of less stable phenyl-substituted α-lactams. The developed method provides an atom-economical method for the formation of substituted α-amino amides that are found in a variety of biologically-active compounds.

Base-Promoted Reaction of O-Sulfonylated Hydroxamic Acids with Nucleophiles. A New Mehtod for the Synthesis of α-Substituted Amides

Treatment of a series of hydroxamic acids 2 with mesyl chloride in the presence of 2 equiv of triethylamine at 0 deg C gives 2-chloroamides 3 in good yields.Use of a single equivalent of triethylamine gives the N-(mesyloxy)amides 1, which are versatile sy

Reactions of 1-tert-Butyl-3-phenylaziridinone and α-Bromo-N-tert-butylphenylacetamide with Benzyl-Grignard Reagents

1-tert-Butyl-3-phenylaziridinone (1) reacts with benzyl halide Grignard reagents (Br and Cl) to give N-tert-butyl-2,3-diphenylpropanamide (4), N-tert-butyl-2-phenylacetamide (3), N-tert-butyl-2-o-tolyl-2-phenylacetamide (5), 1-(tert-butylamino)-1,3-diphenylpropan-2-one (7), N-benzyl-N-tert-butyl-2-phenylacetamide (6), and N-tert-butyl-2-halo-2-phenylacetamide (2, X = Br, Cl).The choice of solvent appears to determine the relative amounts of products 4 and 5.The bromo amide 2 reacts with the Grignard reagent to give 3, 4, 5, 6, and 7 and may be involved to some extentin the reaction of 1 with benzyl-Grignard reagents.The formation of 5 represents anew type of "abnormal" product from a reaction of the benzyl-Grignard reagent; however, this product appears to fit well into the mechanistic pattern established for prior examples.