2012
DOI: 10.1021/jo3000095
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Copper-Catalyzed Azide–Alkyne Cycloaddition Reaction in Water Using Cyclodextrin as a Phase Transfer Catalyst

Abstract: 1,4-Disubstituted-1,2,3-triazoles were obtained in excellent yields from azides and terminal alkynes in H(2)O in the presence of catalytic amount of β-cyclodextrin as a phase transfer catalyst. Also, a one-pot CuAAC reaction was carried out successfully, affording 1,4-disubstituted-1,2,3-triazoles in good to high yields starting from an alkyl bromide, sodium azide, and terminal alkyne.

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Cited by 148 publications
(67 citation statements)
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“…The solvent was removed under vacuum to give the desired pure products and characterized by 1 HNMR. All the products are known compounds and the spectral data and melting points were identical to those reported in the literature [23][24][25][26][27][28][29]. …”
Section: Preparation Of 1-benzyl-4-phenyl-123-triazolesupporting
confidence: 70%
“…The solvent was removed under vacuum to give the desired pure products and characterized by 1 HNMR. All the products are known compounds and the spectral data and melting points were identical to those reported in the literature [23][24][25][26][27][28][29]. …”
Section: Preparation Of 1-benzyl-4-phenyl-123-triazolesupporting
confidence: 70%
“…2-(2-Azidoethyl)oxirane ( 11 ) 35 was treated with the appropriate phenylpiperazine hydrochloride and the prepared aryl acetylene in the presence of CuSO 4 ·5H 2 O, sodium ascorbate, K 2 CO 3 , and β-cyclodextrin to facilely provide compounds 12–13 . 36,37 …”
Section: Chemistrymentioning
confidence: 99%
“…26 The azides were prepared from reaction of sodium azide with the corresponding alkyl halides or aryl halides according to the procedures given in the literature. 27 The other reagents were purchased from commercial suppliers and used without further purification. Column chromatography was performed on silica gel (60-120 mesh) using ethyl acetate/hexane mixtures as the eluent.…”
Section: Methodsmentioning
confidence: 99%