2,4-Dinitrobenzenesulfonamides: A simple and practical method for the preparation of a variety of secondary amines and diamines
β Scribed by Tohru Fukuyama; Mui Cheung; Chung-Kuang Jow; Yuko Hidai; Toshiyuki Kan
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 191 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
2,4-Dinitrobenzenesulfonamides, readily prepared from primary amines and 2,4-dinitrobenzenesulfonyl chloride, can be alkylated by the Mitsunobu reaction or by the conventional methods to give N,N-disubstituted sulfonamides in excellent yields. Since 2,4-dinitrobenzenesulfonamides can be removed without deproteeting 2-nitrobenzenesulfonamides, a wide variety of diamines could be prepared by the combined use of these protecting/activating groups.
π SIMILAR VOLUMES
Difficulties encountered in the synthesis of resin-bound secondary amines attached via an acid-labile linker encouraged us to employ an alternative approach. A one-pot, scalable procedure for the synthesis of Fmoc-protected, amine/linker constructs is reported. These compounds can be efficiently cou