Synthesis of 3-Diaminomethylene-2(3H)-furanones by Reaction of 2-Amino-4,5-dihydro-3-furancarboxamides with Amines
β Scribed by Kenji Yamagata; Fumi Okabe; Motoyoshi Yamazaki; Yoshinobu Tagawa
- Publisher
- Springer Vienna
- Year
- 2002
- Tongue
- English
- Weight
- 95 KB
- Volume
- 133
- Category
- Article
- ISSN
- 0026-9247
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π SIMILAR VOLUMES
## Abstract The reactions of 2βaminoβ4,5βdihydroβ3βfurancarboxarnides **1a,b** with cyanomethylene compounds (such as alkyl cyanoacetates and malononitrile) gave the corresponding ringβopened products **2aβf.** Compounds **2aβd** reacted with methanesulfonic acid to give the corresponding Ξ±βalkylid
Easily available 3,4-dibromo-2(5H)-furanone undergoes a regioselective cross-coupling reaction with alkylboronic acids in the presence of catalytic amounts of PdCl2(MeCN)2 and AsPh3 and a large molar excess of Ag2O to provide the corresponding 4-alkyl-3-bromo-2(5H)-furanones in satisfactory yields.