Otro
2-nitro- and 2,4-dinitrobenzenesulfonamides as protecting groups for primary amines
Registro en:
Synlett. Stuttgart: Georg Thieme Verlag Kg, n. 7, p. 1167-1169, 2001.
0936-5214
10.1055/s-2001-15158
WOS:000169781500027
2-s2.0-0034935554
Autor
Nihei, K.
Kato, M. J.
Yamane, T.
Palma, Mario Sergio
Konno, K.
Resumen
Procedures for the deprotection of the 2-nitro- and 2,4-dinitrobenzenesulfonamides to give the corresponding primary amines were developed. The 2-Nitrobenzenesulfonyl group was effectively removed by HSCH2CH2OH/DBU or PhSH/Cs2CO3 in DMF under mild conditions to give the corresponding primary amines in high to excellent yield. For removal of the 2,4-dinitrobrnzenesulfonyl group, the use of thiol alone (HSCH2CH2OH or PhSH) was quite effective. Selective deprotection of 2,4-dinitrobenzene-sulfonamide in the presence of 2-nitrobznzenesulfonamide has also been achieved.