cheminform abstract: copper-catalyzed tandem process: an efficient approach to...

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ChemInform 2010, 41, issue 44 © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.cheminform.wiley-vch.de Dioxane derivatives R 0470 DOI: 10.1002/chin.201044159 Copper-Catalyzed Tandem Process: An Efficient Approach to 2-Substituted- 1,4-benzodioxanes. — The synthesis of a variety of 2-substituted benzodioxanes (III), (V) is chemoselectively achieved by copper-catalyzed cyclization of iodophenoxy- methyloxiranes in the presence of phenol nucleophiles. In contrast to the previously de- scribed intermolecular reaction of o-iodophenols with oxiranes, tethering of the oxirane to the o-iodophenol allows for selective synthesis of the target benzodioxanes, while the formation of benzodioxepanes as side products is suppressed. — (LIU, Y.; BAO*, W.; Org. Biomol. Chem. 8 (2010) 12, 2700-2703, DOI:10.1039/c003691a ; Dep. Chem., Zhejiang Univ., Hangzhou 310028, Peop. Rep. China; Eng.) — Mischke 44- 159

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Page 1: ChemInform Abstract: Copper-Catalyzed Tandem Process: An Efficient Approach to 2-Substituted-1,4-benzodioxanes

www.cheminform.wiley-vch.de

Dioxane derivativesR 0470 DOI: 10.1002/chin.201044159

Copper-Catalyzed Tandem Process: An Efficient Approach to 2-Substituted-1,4-benzodioxanes. — The synthesis of a variety of 2-substituted benzodioxanes (III), (V) is chemoselectively achieved by copper-catalyzed cyclization of iodophenoxy-methyloxiranes in the presence of phenol nucleophiles. In contrast to the previously de-scribed intermolecular reaction of o-iodophenols with oxiranes, tethering of the oxirane to the o-iodophenol allows for selective synthesis of the target benzodioxanes, while the formation of benzodioxepanes as side products is suppressed. — (LIU, Y.; BAO*, W.; Org. Biomol. Chem. 8 (2010) 12, 2700-2703, DOI:10.1039/c003691a ; Dep. Chem., Zhejiang Univ., Hangzhou 310028, Peop. Rep. China; Eng.) — Mischke

44- 159

ChemInform 2010, 41, issue 44 © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim