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AQUEOUS N-HETEROCYCLIZATION OF PRIMARY AMINES AND HYDRAZINES WITH DIHALIDES: MICROWAVE-ASSISTED SYNTHESES OF N-AZACYCLOALKANES, ISOINDOLE, PYRAZOLE, PYRAZOLIDINE AND PHTHALAZINE DERIVATIVES
Citation:
JU, Y. AND R. S. VARMA. AQUEOUS N-HETEROCYCLIZATION OF PRIMARY AMINES AND HYDRAZINES WITH DIHALIDES: MICROWAVE-ASSISTED SYNTHESES OF N-AZACYCLOALKANES, ISOINDOLE, PYRAZOLE, PYRAZOLIDINE AND PHTHALAZINE DERIVATIVES. C. Dale Poulter (ed.), JOURNAL OF ORGANIC CHEMISTRY. American Chemical Society, Washington, DC, 71(1):135-141, (2006).
Description:
The synthesis of nitrogen-containing heterocycles from alkyl dihalides (ditosylates) and primary amines and hydrazines via a simple and efficient cyclocondensation in alkaline aqueous medium that occurs under microwave irradiation is described. This improved greener synthetic methodology provides a simple and straightforward one-pot approach to the synthesis of a variety of heterocycles such as substituted azetidines, pyrrolidines, piperidines, azepanes, N-substituted-2,3-dihydro-1H-isoindoles, 4,5-dihydro-pyrazoles, pyrazolidines, and 1,2-dihydro-phthalazines.