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Studies of isocyanides and related compounds. Synthesis of a novel class of furan derivatives

✍ Scribed by Bossio, Ricardo ;Marcaccini, Stefano ;Pepino, Roberto


Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
165 KB
Volume
1994
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

The reaction between arenesulfonylacetic acids 1, arylglyoxals 2 and isocyanides 3 affords N‐substituted 3‐aryl‐2‐arylsulfonylacetoxy‐3‐oxopropionamides 4, which are cyclized to N‐substituted 3‐aryl‐4‐arylsulfonyl‐2,5‐dihydro‐5‐oxofuran‐2‐carboxamides 6. Treatment of compounds 6 with diazomethane affords N‐substituted 3‐aryl‐4‐arylsulfonyl‐5‐methoxyfuran‐2‐carboxamides 7, a novel class of furan derivatives. magnified image


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Studies on isocyanides and related compo
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## Abstract The reaction between arylglyoxals (1), cyclohexyl isocyanide, and aromatic carboxylic acids (2) affords __N__‐cyclohexyl‐2‐acyloxy‐3‐aryl‐3‐oxopropionic amides (3) which can be cyclized to __N__‐cyclohexyl‐2,4‐diaryl‐5‐oxazolecarboxamides (4).

Studies on Isocyanides and Related Compo
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## Abstract The Ugi four‐component condensation between 1,1‐diethoxy‐2‐isocyanoethane (2), cycloketones 1, amine hydrochlorides 4, and potassium thiocyanate (3a) or selenocyanate (3b) affords spiroimidazoles 5, which are cyclized to spiroimidazo[1,5‐__a__]imidazole‐5‐thiones (or selenones) 6.

ChemInform Abstract: Studies on Isocyani
✍ R. BOSSIO; C. F. MARCOS; S. MARCACCINI; R. PEPINO 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 2 views

Studies on Isocyanides and Related Compounds. An Unusual Synthesis of Functionalized Succinimides. -The reaction of amides (V) affords succinimides such as (VI) instead of the expected β-lactam. A possible reaction mechanism is described.