Tetrahedron Letters

Reaction of aryl-2-hydroxypropenoic derivatives with boron tribromide

R Dupont, P Cotelle

Index: Dupont, Romain; Cotelle, Philippe Tetrahedron Letters, 2001 , vol. 42, # 4 p. 597 - 600

Full Text: HTML

Citation Number: 11

Abstract

(Z)-Mono, di or trimethoxyphenyl-2-hydroxypropenoic acids 1a–d gave mixtures of (E) and (Z) mono, di or trihydroxyphenyl-2-hydroxypropenoic acids 2a–d when treated with boron tribromide. The isomerisation proceeds during the work-up and depends on the duration of the hydrolysis and the number of oxygens on the aromatic ring. When the aromatic ring was substituted with a methoxy group at the ortho position, a cyclisation occurs, and 3- ...

Related Articles:

Directed ortho??Metalation, a New Insight into Organosodium Chemistry

[Gissot, Arnaud; Becht, Jean-Michel; Desmurs, Jean Roger; Pevere, Virginie; Wagner, Alain; Mioskowski, Charles Angewandte Chemie - International Edition, 2002 , vol. 41, # 2 p. 340 - 343]

Heteroaryl Hydroxycarbonylation: An Efficient, Robust, Practically Scalable Approach Using Formyl Acetate as the CO Source

[Gadakh, Amol V.; Chikanna, Dinesh; Rindhe, Sahebrao S.; Karale, Bhausaheb K. Synthetic Communications, 2012 , vol. 42, # 5 p. 658 - 666]

2-Benzofuryllithium and 3-Benzofuryllithium

[Gilman; Melstrom Journal of the American Chemical Society, 1948 , vol. 70, p. 1655]

Copper/Silver-Mediated Cascade Reactions for the Construction of 2-Sulfonylbenzo [b] furans from trans-2-Hydroxycinnamic Acids and Sodium Sulfinates

[Li, Hong-Shuang; Liu, Gang Journal of Organic Chemistry, 2014 , vol. 79, # 2 p. 509 - 516]

Palladium-catalysed heteroannulation with acetylenic compounds: synthesis of benzofurans 1

[Kundu, Nitya G.; Pal, Manojit; Mahanty, Jyan S.; De, Mahuya Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 19 p. 2815 - 2820]

More Articles...