Mesoporous and hexagonally ordered CuAl-SBA-15-catalyzed tandem C-C and C-O bond formation between phenols and allylic alcohols

Shaji Varghese, Chokkalinkam Anand, Dattatray Dhawale, Ajayan Mano, Veerappan V. Balasubramanian, George Allen Gnana Raj, Samuthira Nagarajan, Mohammad A. Wahab, Ajayan Vinu

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Abstract

A novel mesoporous catalyst, CuAl-SBA-15, with a hexagonally ordered porous structure prepared via a soft-templating approach in a highly acidic medium is used for tandem C-C and C-O bond formation between phenols and allylic alcohols to afford a variety of dihydrobenzopyrans in good yields. The catalyst is also found to be highly active for the synthesis of vitamin E and can be recycled several times without significant loss of its activity.

Original languageEnglish (US)
Pages (from-to)5656-5659
Number of pages4
JournalTetrahedron Letters
Volume53
Issue number42
DOIs
StatePublished - Oct 17 2012

Bibliographical note

Funding Information:
This work was financially supported by the Ministry of Education, Culture, Sports, Science, and Technology (MEXT) under the Strategic Program for Building an Asian Science and Technology Community Scheme and World Premier International Research Center (WPI) Initiative on Materials Nanoarchitectonics, MEXT, Japan. A.V. thanks the Australian Research Council for the award of a Future Fellowship. The authors also acknowledge the facilities, and the scientific and technical assistance, of the Australian Microscopy & Microanalysis Research Facility at the Centre for Microscopy and Microanalysis, University of Queensland.

Keywords

  • Chromans
  • Heterogeneous Catalyst
  • Mesoporous
  • Phenols
  • Tandem reactions

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