Copper-free 'click': 1,3-dipolar cycloaddition of azides and arynes

Organic and Biomolecular Chemistry

Volumn 6, Issue 19, 2008, Pages 3461-3463

  Campbell Verduyn, Lachlan ^a   Elsinga, Philip H ^b   Mirfeizi, Leila ^b   Dierckx, Rudi A ^b   Feringa, Ben L ^a  

^a UNIVERSITY OF GRONINGEN   (Netherlands)

^b UNIVERSITY MEDICAL CENTER GRONINGEN   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; COPPER; CYCLOADDITION; HYDROCARBONS;

BENZOTRIAZOLES; DIPOLAR CYCLOADDITION; MILD CONDITIONS; REACTION TIMES; TRIFLATES; TRIMETHYLSILYL;

NITROGEN COMPOUNDS;

EID: 52449098755     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b812403e     Document Type: Article

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30. In a recent paper in Organic Letters (F. Shi, J. Waldo, Y. Chen and R. C. Larock, Org. Lett., 2008, 10, 2409) similar work was reported in the absence of crown ether. Our attempts to reproduce these results revealed that either virtually no reaction was observed (with THF as solvent), or excessively long reaction times (48 h with MeCN as solvent) were needed. In contrast, the addition of crown ether is essential for fast reaction times, as shown in the current paper Study in progress.