TRANSITION METAL ORGANOMETALLICS IN ORGANIC SYNTHESIS

By SUSAN THOMAS

CONTENTS BACKGROUND 1 INTRODUCTION TO CATALYSIS 1 1 GENERAL CONSIDERATIONS 1 2 THE ELEMENTARY STEPS OF CATALYTIC REACTIONS 1 3 CLASSIFICATION OF THE CATALYTIC PROCESSES ON THE BASIS OF THE ELECTRONIC CHARACTER OF THE REAGENTS 1 4 REFERENCES 2 OVERVIEW OF CARBON-CARBON AND CARBON-HETEROATOM BOND FORMING REACTIONS 2 1 CROSS-COUPLING REACTIONS 2 2 HECK REACTION 2 3 BUCHWALD-HARTWIG REACTION 2 4 REACTIONS PROCEEDING WITH CO INSERTION 2 5 COPPER CATALYZED PROCESSES 2 6 REFERENCES LATE TRANSITION METAL CATALYSIS IN THE SYNTHESIS OF HETEROCYCLES 3 THE SYNTHESIS OF FIVE MEMBERED RINGS 3 1 TRANSMETALATION ROUTE 3 2 INSERTION ROUTE 3 3 CARBON-HETEROATOM BOND FORMATION 3 4 OTHER PROCESSES 3 5 REFERENCES 4 THE SYNTHESIS OF SIX MEMBERED RINGS 4 1 TRANSMETALATION ROUTE 4 2 INSERTION ROUTE 4 3 CARBON-HETEROATOM BOND FORMATION 4 4 OTHER PROCESSES 4 5 REFERENCES 5 THE SYNTHESIS OF OTHER RING SYSTEMS 5 1 TRANSMETALATION ROUTE 5 2 INSERTION ROUTE 5 3 CARBON-HETEROATOM BOND FORMATION 5 4 OTHER PROCESSES 5 5 REFERENCES LATE TRANSITION METAL CATALYSIS IN THE FUNCTIONALIZATION OF HETEROCYCLES 6 THE FUNCTIONALIZATION OF FIVE MEMBERED RINGS 6 1 TRANSMETALATION ROUTE 6 2 INSERTION ROUTE 6 3 CARBON-HETEROATOM BOND FORMATION 6 4 OTHER PROCESSES 6 5 REFERENCES 7 THE FUNCTIONALIZATION OF SIX MEMBERED RINGS 7 1 TRANSMETALATION ROUTE 7 2 INSERTION ROUTE 7 3 CARBON-HETEROATOM BOND FORMATION 7 4 OTHER PROCESSES 7 5 REFERENCES 8 THE FUNCTIONALIZATION OF OTHER RING SYSTEMS 8 1 TRANSMETALATION ROUTE 8 2 INSERTION ROUTE 8 3 CARBON-HETEROATOM BOND FORMATION 8 4 OTHER PROCESSES 8 5 REFERENCES