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Journal and Proceedings of
The Royal Society of New South Wales

Volume 123 Parts 1 and 2 [Issued December, 1990]

CONTENTS

AUTHORS & TITLES PAGES
Black, David St. C., Some Natural and Unnatural Indoles
[Liversidge Research Lecture, September 5th, 1990, at the University of New South Wales]
1-13
Glen, R.A., Stewart, I.S. and Vandenberg, A.H.M., Re-evaluation of the Adaminaby Beds at El Paso, Dalgety, New South Wales
Abstracts of Theses
[Opening in a separate page]
15-26
Lyons, Stephen D., Inhibition of de Novo Nucleotide Biosynthesis in Mouse L1210 Leukaemia27
Addendum to vol 122, parts 3-4, pp.97-106
[Not reproduced here]
Neef, G. et al., The Mount Daubney Formation29-30

pp.1-13

Some Natural and Unnatural Indoles

David St C. Black

[Liversidge Research Lecture delivered before the Royal Society of New South Wales, September 5th, 1990, at the University of New South Wales]

Abstract. New reactions of specially-activated indoles provide methods by which structures related to natural products can be produced. Various 4,6-dimethoxy-substituted indoles exhibit a variety of reactions, predominantly at C7, but others at C2 or C3 instead of C7. The general increase in nucleophilic character of these indoles allows the discovery of reactions which have not been observed for other indoles. These reactions include electrophilic substitution, and addition to aldehydes and ketones. Tri-indolyl macrocycles, pyrrolo[a]indoles, cyclopentano[b]indoles and indolocarbazoles can be produced. Furthermore, new ring-fused indoles can be prepared by intramolecular nitrone 1,3-dipolar cycloaddition reactions between N1 and C2 or N1 and C7. In the latter case, similar structures can be achieved by a1dol-type or organometallic reactions. The use of N-aroylindoles enables some known pyrrolophenanduidone alkaloids and some of their unknown analogs to be synthesized effectively.

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pp.15-26

Imbrication of a Reference Section: Re-evaluation of the Adaminaby Beds at El Paso, Dalgety, New South Wales

R.A Glen, I. Stewart and A.H.M. Vandenberg

Abstract. Re-examination of a reference section through the Adaminaby beds at El Paso, west of Dalgety in southern New South Wales, does not support the conventionally held belief that rocks here form a simple Upper Ordovician homoclinal sequence which dips and youngs to the west. Rather, there has been thrust interleaving of a Lower Ordovician turbidite-chert sequence with an Upper Ordovician black shale sequence. The El Paso area thus lies in a thin-skinned thrust belt which was first recognized in the Delegate area 60 km to the south and which also extends north and east of Dalgety. Recognition of this thrust style of deformation at El Paso has led to the redefinition of the stratigraphic section here, which contains only a single Upper Ordovician black shale, the Warbisco Shale, and a single Lower Ordovician sequence which is redefined as the Adaminaby Group.