SYNTHESIS AND REACTIVITY OF SOME 4-BROMO- 2H-CHROMENES AND 2H-THIOCHROMENES

A facile synthesis of 4-bromo- 2H-chromenes and 2H-thiochromenes and of 1-bromo-3,4-dihydronaphthalene from the corresponding ketones and PBr3 is described. In some instances, significant quantities of the phosphonic acids (3) are isolated. Conversion of the bromo compounds to the lithio derivatives...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron Vol. 50; no. 8; pp. 2507 - 2522
Main Authors GABBUTT, CD, HARTLEY, DJ, HEPWORTH, JD, HERON, BM, KANJIA, M, RAHMAN, MM
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 21.02.1994
Subjects
Chemistry
Chemistry, Organic
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Organic chemistry
Physical Sciences
Preparations and properties
Science & Technology
ORGANOPHOSPHORUS COMPOUNDS
DERIVATIVES
ACID
Sulfur heterocycle
Ketoether
Electrophilic substitution
Bromination
Bicyclic compound
Aromatic compound
Haloether
Oxygen heterocycle
Chemical reactivity
Ketosulfide
Halogenides sulfides
Online AccessGet full text

Cover

More Information
Summary:A facile synthesis of 4-bromo- 2H-chromenes and 2H-thiochromenes and of 1-bromo-3,4-dihydronaphthalene from the corresponding ketones and PBr3 is described. In some instances, significant quantities of the phosphonic acids (3) are isolated. Conversion of the bromo compounds to the lithio derivatives provides access to a wide range of novel 4-substituted 2H-chromenes and 2H-thiochromenes.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(01)86967-2