4.4 Article

β-Tosylethylazide:: a useful synthon for preparation of N-protected 1,2,3-triazoles via click chemistry

期刊

TETRAHEDRON LETTERS
卷 47, 期 18, 页码 3035-3038

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.03.020

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1,3-dipolar cycloadditions; protecting groups; 1,2,3-triazoles; nitrogen heterocycles

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beta-Tosylethylazide (TSE-N-3) which can be prepared in one step from p-tolyl vinyl sulfone and sodium azide/H2SO4, undergoes metal-catalyzed 1.3-dipolar cycloadditions with alkynes to produce TSE-protected 1,2,3-triazoles. The protecting group can be removed using potassium tert-butoxide in THF at -78 to 0 degrees C. (c) 2006 Elsevier Ltd. All rights reserved.

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