One of the still unresolved problems in parallel synthesis is the availability of a general and rapid method for the transformation of a primary amine into the corresponding secondary amine without the issue of polyalkylation. Following the Fukuyama method, which is based on the alkylation of o-nitrobenzenesulfonamides, followed by removal of the sulfonyl group, we have developed a simple protocol which can be easily applied to parallel synthesis making use of supported reagents and scavengers. To verify the robustness of the method, a small representative array of secondary amines have been prepared. Moreover, taking advantage of the possibility to use different supported reagents in the same pot, we also prepared, starting from primary amines, a series of differently substituted tertiary amines.

Cardullo, F., Donati, D., Fusillo, V., Merlo, G., Paio, A., Salaris, M., et al. (2006). Parallel protocol for the selective alkylation of primary amines. JOURNAL OF COMBINATORIAL CHEMISTRY, 8(6), 834-840 [10.1021/cc060060m].

Parallel protocol for the selective alkylation of primary amines

Donati, D.;Taddei, Maurizio
2006-01-01

Abstract

One of the still unresolved problems in parallel synthesis is the availability of a general and rapid method for the transformation of a primary amine into the corresponding secondary amine without the issue of polyalkylation. Following the Fukuyama method, which is based on the alkylation of o-nitrobenzenesulfonamides, followed by removal of the sulfonyl group, we have developed a simple protocol which can be easily applied to parallel synthesis making use of supported reagents and scavengers. To verify the robustness of the method, a small representative array of secondary amines have been prepared. Moreover, taking advantage of the possibility to use different supported reagents in the same pot, we also prepared, starting from primary amines, a series of differently substituted tertiary amines.
2006
Cardullo, F., Donati, D., Fusillo, V., Merlo, G., Paio, A., Salaris, M., et al. (2006). Parallel protocol for the selective alkylation of primary amines. JOURNAL OF COMBINATORIAL CHEMISTRY, 8(6), 834-840 [10.1021/cc060060m].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/9238
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