Chapter 1 reviews the literature with regard to the synthesiS of substituted
carbazoles via the cyc\oaddition reactions of indole-2,3-quinodimethanes and its
equivalents with dienophiles. Particular attention is paid to the synthesis and
reactions of pyrano[3A-b ]indol-3-ones.
Chapter 2 describes the synthesis of a variety of linked indole-3-acetic acid
derivatives, where the linkage is either through the indole nitrogen, the 2-
position or the acetic acid residue in the 3-position. The preparation and
subsequent Diels-Alder reactions of the derived linked pyrano[3,4-b]indol-3-ones
are also described.
Chapter 3 investigates the possibility of forming a benzothiophene containing
polymer via a novel double Diels-Alder reaction. The preparation of thieno[2,3-
c]pyran-3-ones and their transformation into benzothiophenes are described.
Chapter 4 briefly discusses the relevance of molecular recognition to a variety of
fields and introduces the idea of folded and stretched conformations in non-rigid
systems. The work described concentrates on the solid state structures obtained
for a variety of simple linked heterocycles.
A Doctoral Thesis. Submitted in partial fulfillment of the requirements for the award of Doctor of Philosophy of Loughborough University.