Condensations of benzil with phenols and aryl ethers mediated by tin(IV) chloride pentahydrate

B. J. Morrison, O.c. Musgrave

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

The reaction of benzil with phenol at 180degreesC in the presence of SnCl4.5H(2)O produces a benzofuran, a benzofuranol, a benzodifuran, and a benzofuranone. Anhydrous tin(IV) chloride also gives a benzofuranofuranone. Other phenols and their methyl ethers yield related products. The good yields of the benzo- and naphtho-furanones make the method an attractive alternative to the benzilic acid route to such compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)4255-4260
Number of pages5
JournalTetrahedron
Volume58
DOIs
Publication statusPublished - 2002

Keywords

  • benzofurans
  • diones
  • furanones
  • phenols

Cite this

Condensations of benzil with phenols and aryl ethers mediated by tin(IV) chloride pentahydrate. / Morrison, B. J.; Musgrave, O.c.

In: Tetrahedron, Vol. 58, 2002, p. 4255-4260.

Research output: Contribution to journalArticle

Morrison, B. J. ; Musgrave, O.c. / Condensations of benzil with phenols and aryl ethers mediated by tin(IV) chloride pentahydrate. In: Tetrahedron. 2002 ; Vol. 58. pp. 4255-4260.
@article{5da6cc0ade3f4c3caf933bde069d338e,
title = "Condensations of benzil with phenols and aryl ethers mediated by tin(IV) chloride pentahydrate",
abstract = "The reaction of benzil with phenol at 180degreesC in the presence of SnCl4.5H(2)O produces a benzofuran, a benzofuranol, a benzodifuran, and a benzofuranone. Anhydrous tin(IV) chloride also gives a benzofuranofuranone. Other phenols and their methyl ethers yield related products. The good yields of the benzo- and naphtho-furanones make the method an attractive alternative to the benzilic acid route to such compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.",
keywords = "benzofurans, diones, furanones, phenols",
author = "Morrison, {B. J.} and O.c. Musgrave",
year = "2002",
doi = "10.1016/S0040-4020(02)00357-5",
language = "English",
volume = "58",
pages = "4255--4260",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "PERGAMON-ELSEVIER SCIENCE LTD",

}

TY - JOUR

T1 - Condensations of benzil with phenols and aryl ethers mediated by tin(IV) chloride pentahydrate

AU - Morrison, B. J.

AU - Musgrave, O.c.

PY - 2002

Y1 - 2002

N2 - The reaction of benzil with phenol at 180degreesC in the presence of SnCl4.5H(2)O produces a benzofuran, a benzofuranol, a benzodifuran, and a benzofuranone. Anhydrous tin(IV) chloride also gives a benzofuranofuranone. Other phenols and their methyl ethers yield related products. The good yields of the benzo- and naphtho-furanones make the method an attractive alternative to the benzilic acid route to such compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.

AB - The reaction of benzil with phenol at 180degreesC in the presence of SnCl4.5H(2)O produces a benzofuran, a benzofuranol, a benzodifuran, and a benzofuranone. Anhydrous tin(IV) chloride also gives a benzofuranofuranone. Other phenols and their methyl ethers yield related products. The good yields of the benzo- and naphtho-furanones make the method an attractive alternative to the benzilic acid route to such compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.

KW - benzofurans

KW - diones

KW - furanones

KW - phenols

U2 - 10.1016/S0040-4020(02)00357-5

DO - 10.1016/S0040-4020(02)00357-5

M3 - Article

VL - 58

SP - 4255

EP - 4260

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

ER -