Chemistry of Pyrido [2,1-b] [1,3] oxazines, Pyrido[2,1-b] [1,3] thiazines, and Their Benzologs, Part IV

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Abstract

This chapter surveys the primary chemical literature of pyrido-oxazines and pyrido-thiazines. It discusses the chemistry of pyrido[2,1-b][1,3]oxazines and pyrido[2,1-b][1,3]thiazines together with their benzologs. The perhydropyrido[2,1-b][1,3]oxazine skeleton is a constituent part of macrocyclic xestospongine or araguspongine and aragupetrosine alkaloids isolated from different marine sponges. Pyrido[2,1-b][1,3]oxazines, pyrido[2,1-b][1,3]thiazines, and [1,3]oxazino[3,4-a]quinolines are also applied as key intermediates in the total syntheses of different alkaloids. Other examples of these ring systems have aroused much interest owing to their valuable pharmacological properties. The physicochemical and spectroscopic properties, reactions, syntheses, and utilization of these ring systems are discussed in the chapter. Thermodynamic aspects, theoretical calculations, spectroscopic methods, ring transformations, and X-ray investigations of these compounds are also focused in the chapter. Perhydropyridol [2,1-b][1,3]oxazines are used in the synthesis of indolizidines and histrionicotoxin. Pyrido [2,1-b][1,3]thiazines and their benzo derivatives are applied in broad-spectrum antibacterials and patented as anti-inflammatories and analgesics.

Original languageEnglish
Pages (from-to)225-281
Number of pages57
JournalAdvances in Heterocyclic Chemistry
Volume72
Issue numberC
DOIs
Publication statusPublished - Jan 1 1998

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Thiazines
Oxazines
Alkaloids
Indolizidines
Quinolines
Porifera
Non-Steroidal Anti-Inflammatory Agents
Thermodynamics
Skeleton
Derivatives
X rays
X-Rays
Pharmacology
oxazine 1

ASJC Scopus subject areas

  • Biochemistry
  • Polymers and Plastics
  • Organic Chemistry

Cite this

Chemistry of Pyrido [2,1-b] [1,3] oxazines, Pyrido[2,1-b] [1,3] thiazines, and Their Benzologs, Part IV. / Hermecz, I.

In: Advances in Heterocyclic Chemistry, Vol. 72, No. C, 01.01.1998, p. 225-281.

Research output: Contribution to journalArticle

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