357290-76-7

Upstream product

• 357290-69-8 1-phenoxy-4-N-methylaminobut-2-yne 
• 200055-89-6 4-(4-toluenesulfonyloxy)coumarin 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 17831-88-8 4-chloro-2H-1-benzopyran-2-one 

Relevant academic research and scientific papers

Synthesis of bioactive heterocycles: Tandem reaction of 4-N-(4′-aryloxybut-2′-ynyl),N-methylaminocoumarin with 3-chloroperoxybenzoic acid

A number of 4-N-(4′-aryloxybut-2′-ynyl),N-methylaminocoumarins (4a-e) on treatment with one equivalent of 3-chloroperoxybenzoic acid at 0-5°C for 10 min and then stirring at rt for 10 h afforded pyrrolo[3,2-c]coumarin derivatives in 70-75% yields. The 4-N-(4′-aryloxybut-2′-ynyl),N-methylaminocoumarins 4a-e were in turn prepared from 4-tosyloxycoumarin (2) and (4-aryloxybut-2-ynyl)-N-methylamine (3a-e).

Studies of bioactive heterocycles: Amino Claisen rearrangement of 4-N-(4-aryloxybut-2-ynyl),N-methylaminocoumarins

Thermalamino-Claisen rearrangement of 4-N-(aryloxybut-2-ynyl),N-methyl-aminocoumarins (8a-e) in refluxing o-dichlorobenzene gave 4-aryloxymethylene-1-methyl-1,2,3-trihydropyrido[3,2-c][1]benzopyran-5-ones (9a-e) in 56-72% isolated yields. Substrates (8a-f) were prepared from 4-chlorocoumarin (6a,b) and N-(4-ary-loxybutynyl),N-methylamine (7a-f) in 68-77% yields.