Journal
TETRAHEDRON
Volume 64, Issue 24, Pages 5692-5698Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.04.031
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The photolysis of N-[4-(3-trifluoromethyl-3H-diazirin-3-yl)benzoyl]-2,2'-ethylenedioxybis(ethylamine) (1) in EtOH, PrOH, i-PrOH, BuOH, and i-BuOH was carried out in both solution (at room temperature) and solid phase (at -196 degrees C), and the resultant C-H and O-H insertion products were analyzed semi-quantitatively by LC/ESl-MS/MS. The carbene insertion reactions at low temperature produced all possible C-H and O-H insertion products in a relatively uniform distribution, which could not be accomplished by the solution-phase reaction. (C) 2008 Elsevier Ltd. All rights reserved.
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