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

✍ Scribed by K.C Majumdar; S.K Samanta

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
159 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

A number of 4-N-(4%-aryloxybut-2%-ynyl),N-methylaminocoumarins (4a-e) on treatment with one equivalent of 3chloroperoxybenzoic 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).

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Studies of bioactive heterocycles: amino
Studies of bioactive heterocycles: amino Claisen rearrangement of 4-N-(4-aryloxybut-2-ynyl),N-methylaminocoumarins
✍ K.C Majumdar; T Bhattacharyya 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 95 KB

Thermal amino-Claisen rearrangement of 4-N-(aryloxybut-2-ynyl),N-methyl-aminocoumarins (8a-e) in refluxing odichlorobenzene 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)

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ChemInform Abstract: Studies of Bioactive Heterocycles: Amino Claisen Rearrangement of 4-N-(4-Aryloxybut-2-ynyl),N-methylaminocoumarins.
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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Synthesis of 3,4-dihydroquinazolin-4-one
Synthesis of 3,4-dihydroquinazolin-4-one: selenium-catalyzed reductive N-heterocyclization of N-(2-nitrobenzoyl)amides with carbon monoxide
✍ Yutaka Nishiyama; Masaharu Hirose; Wataru Kitagaito; Noboru Sonoda 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 84 KB

A catalytic synthetic method of 3,4-dihydroquinazolin-4-ones has been developed. When N-(2-nitrobenzoyl)amides were treated with carbon monoxide in the presence of a catalytic amount of selenium, reductive N-heterocyclization of N-(2-nitrobenzoyl)amide efficiently proceeded to give the corresponding