An Efficient Synthesis of 2-Benzoxepines from Morita-Baylis-Hillman Adducts Using Heterogeneous Recyclable Catalysts

• Das Biswanath

  Organic Chemistry Division I, Indian Institute of Chemical Technology

• Majhi Anjoy

  Organic Chemistry Division I, Indian Institute of Chemical Technology

• Banerjee Joydeep

  Organic Chemistry Division I, Indian Institute of Chemical Technology

• Chowdhury Nikhil

  Organic Chemistry Division I, Indian Institute of Chemical Technology

• Holla Harish

  Organic Chemistry Division I, Indian Institute of Chemical Technology

• Harakishore Kankipati

  Organic Chemistry Division I, Indian Institute of Chemical Technology

• Murty Upadhayula Suryanarayana

  Organic Chemistry Division I, Indian Institute of Chemical Technology

Bibliographic Information

Other Title

• Efficient Synthesis of 2 Benzoxepines from Morita Baylis Hillman Adducts Using Heterogeneous Recyclable Catalysts

Abstract

2-Benzoxepines have efficiently been synthesized from Morita–Baylis–Hillman adducts, alkyl 3-aryl-3-hydroxy-2-methylenepropanoates by treatment with HCHO catalyzed by silica supported perchloric acid (HClO₄·SiO₂) or Amberlyst-15 in CH₂Cl₂ under reflux for a short period of time (1.5—2.5 h). The catalyst can be recovered and recycled. The antibacterial properties of the new 2-benzoxepines were studied but no activity was found.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 54 (3), 403-405, 2006

  The Pharmaceutical Society of Japan

Keywords

• 2-benzoxepine
• Morita–Baylis–Hillman adduct
• formaldehyde
• silica supported perchloric acid
• Amberlyst-15
• antibacterial activity

Details

• CRID: 1390282679148127232
• NII Article ID: 110004820404
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.54.403
• ISSN: 13475223
• ISSN: 00092363
• NDL BIB ID: 7830260
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I7830260
• Web Site: http://www.jstage.jst.go.jp/article/cpb/54/3/54_3_403/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed