SUBJECT

Title

Ring Transformations in Heterocyclic Chemistry

Type of instruction

lecture

Level

Master

Part of degree program
Credits

2

Recommended in

Semester 2

Typically offered in

Spring semester

Course description

Systematic discussion and mechanistic interpretation of ring transformation of heterocyclic compounds with different ring size. The discussed conversions are distributed according to the synthetic methods using elektrophilic-, nucleophilic- dienophilic and dipolarophilic reagents, metal-containing catalysts and photolytic conditions. The syntheses of parent compounds with more complicated structures are also discussed. Special emphasis is put on the structure-reactivity relationships which can be rationalized on the basis of reaction mechanism.

Readings

Suggested: 

  • H. C. Van der Plas: Ring Transformations of Heterocycles I-II (Academic Press, 1973)

  • John A. Joule, Keith Mills: Heterocyclic Chemistry at A Glance 2th Edition WILEY, 2012, ISBN:978-0-470-97122-2.

  • John A. Joule, Keith Mills: Heterocyclic Chemistry, 5th Edition WILEY, 2010 ISBN:978-1-4051-3300-5.

  • Rakesh Kumar Parashar: Reaction Mechanisms in Organic Synthesis, 2008, Wiley ISBN: 978-1-4051-5072-9.