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1 article(s) from Palchak, Zachary L

Synthesis of alpha-tetrasubstituted triazoles by copper-catalyzed silyl deprotection/azide cycloaddition

Zachary L. Palchak,
Paula T. Nguyen and
Catharine H. Larsen

Beilstein J. Org. Chem. 2015, 11, 1425–1433, doi:10.3762/bjoc.11.154

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Graphical Abstract

Figure 1: A sampling of propargylamine-derived triazoles with therapeutic effects includes alpha-tetrasubstit...

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Figure 2: A tetrasubstituted carbon bearing an amine (red) can provide 100-fold increase in activity compared...

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Scheme 1: KA² coupling followed by tandem silyl deprotection and triazole formation.

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Scheme 2: Silyl deprotection/click conditions applied to tert-butylacetylene. An identical yield is observed ...

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Scheme 3: High overall yield of 1,2,3-triazole fully-substituted at the 4-position.

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Published 14 Aug 2015

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