[ Pobierz całość w formacie PDF ]
Named Organic
Reactions
2nd Edition
Thomas Laue
and
Andreas Plagens
Volkswagen AG, Wolfsburg, Germany
Translated into English by Dr. Claus Vogel
Leibniz-Institut fur Polymerforschung Dresden, Germany
Copyright
2005
John Wiley & Sons Ltd, The Atrium, Southern Gate, Chichester,
West Sussex PO19 8SQ, England
Telephone (C44) 1243 779777
Email (for orders and customer service enquiries): cs-books@wiley.co.uk
Visit our Home Page on www.wiley.com
All Rights Reserved. No part of this publication may be reproduced, stored in a retrieval system or transmitted
in any form or by any means, electronic, mechanical, photocopying, recording, scanning or otherwise, except
under the terms of the Copyright, Designs and Patents Act 1988 or under the terms of a licence issued by the
Copyright Licensing Agency Ltd, 90 Tottenham Court Road, London W1T 4LP, UK, without the permission in
writing of the Publisher. Requests to the Publisher should be addressed to the Permissions Department, John
Wiley & Sons Ltd, The Atrium, Southern Gate, Chichester, West Sussex PO19 8SQ, England, or emailed to
permreq@wiley.co.uk, or faxed to (C44) 1243 770620.
Designations used by companies to distinguish their products are often claimed as trademarks. All brand names
and product names used in this book are trade names, service marks, trademarks or registered trademarks of their
respective owners. The Publisher is not associated with any product or vendor mentioned in this book.
This publication is designed to provide accurate and authoritative information in regard to the subject matter
covered. It is sold on the understanding that the Publisher is not engaged in rendering professional services. If
professional advice or other expert assistance is required, the services of a competent professional should be
sought.
Other Wiley Editorial Offices
John Wiley & Sons Inc., 111 River Street, Hoboken, NJ 07030, USA
Jossey-Bass, 989 Market Street, San Francisco, CA 94103-1741, USA
Wiley-VCH Verlag GmbH, Boschstr. 12, D-69469 Weinheim, Germany
John Wiley & Sons Australia Ltd, 33 Park Road, Milton, Queensland 4064, Australia
John Wiley & Sons (Asia) Pte Ltd, 2 Clementi Loop #02-01, Jin Xing Distripark, Singapore 129809
John Wiley & Sons Canada Ltd, 22 Worcester Road, Etobicoke, Ontario, Canada M9W 1L1
Wiley also publishes its books in a variety of electronic formats. Some content that appears
in print may not be available in electronic books.
Library of Congress Cataloging-in-Publication Data:
Laue, Thomas, 1960-
[Namen- und Schlagwort-Reaktionen der organischen Chemie. English]
Named organic reactions / Thomas Laue and Andreas Plagens ; translated
into English by Claus Vogel.—2nd ed.
p. cm.
Includes bibliographical references and index.
ISBN 0-470-01040-1 (acid-free paper)—ISBN 0-470-01041-X (pbk. :
acid-free paper)
1. Chemical reactions. 2. Chemistry, Organic. I. Plagens, Andreas,
1965- II. Title.
QD291.L3513 2005
547
0
.2—dc22
2004028304
British Library Cataloguing in Publication Data
A catalogue record for this book is available from the British Library
ISBN 0-470-01040-1 (HB)
ISBN 0-470-01041-X (PB)
Typeset in 10/12pt Times by Laserwords Private Limited, Chennai, India
Printed and bound in Great Britain by TJ International, Padstow, Cornwall
This book is printed on acid-free paper responsibly manufactured from sustainable forestry
in which at least two trees are planted for each one used for paper production.
Contents
Introduction to the 2nd Edition
ix
Acyloin Ester Condensation
1
Aldol Reaction
4
Alkene Metathesis
10
Arbuzov Reaction
14
Arndt–Eistert Synthesis
16
Baeyer–Villiger Oxidation
19
Bamford–Stevens Reaction
22
Barton Reaction
25
Baylis–Hillman Reaction
28
Beckmann Rearrangement
31
Benzidine Rearrangement
33
Benzilic Acid Rearrangement
35
Benzoin Condensation
36
Bergman Cyclization
39
Birch Reduction
43
Blanc Reaction
45
Bucherer Reaction
47
Cannizzaro Reaction
50
Chugaev Reaction
52
Claisen Ester Condensation
55
Claisen Rearrangement
58
Clemmensen Reduction
62
Cope Elimination Reaction
64
Cope Rearrangement
66
Corey–Winter Fragmentation
69
Curtius Reaction
71
1,3-Dipolar Cycloaddition
74
[
2
Y
2
] Cycloaddition
77
Darzens Glycidic Ester Condensation
81
Diazo Coupling
84
Diazotization
87
Diels–Alder Reaction
88
Di-
p
-Methane Rearrangement
96
Delepine Reaction
83
vi Contents
Dotz Reaction
98
Elbs Reaction
102
Ene Reaction
103
Ester Pyrolysis
107
Favorskii Rearrangement
110
Finkelstein Reaction
112
Fischer Indole Synthesis
113
Friedel–Crafts Alkylation
120
Friedlander Quinoline Synthesis
124
Fries Rearrangement
126
Gabriel Synthesis
130
Gattermann Synthesis
133
Glaser Coupling Reaction
135
Glycol Cleavage
137
Gomberg–Bachmann Reaction
139
Grignard Reaction
142
Haloform Reaction
149
Hantzsch Pyridine Synthesis
151
Heck Reaction
154
Hell–Volhard–Zelinskii Reaction
159
Hofmann Elimination Reaction
161
Hofmann Rearrangement
166
Hunsdiecker Reaction
167
Hydroboration
169
Japp-Klingemann Reaction
173
Knoevenagel Reaction
176
Knorr Pyrrole Synthesis
180
Kolbe Electrolytic Synthesis
182
Kolbe Synthesis of Nitriles
184
Kolbe–Schmitt Reaction
185
Leuckart–Wallach Reaction
187
Lossen Reaction
188
Malonic Ester Synthesis
190
Mannich Reaction
194
Meerwein–Ponndorf–Verley Reduction
196
Michael Reaction
201
Mitsunobu Reaction
204
Nazarov Cyclization
207
Neber Rearrangement
209
Nef Reaction
210
Friedel–Crafts Acylation
116
McMurry Reaction
199
[ Pobierz całość w formacie PDF ]