THE PYRAZINES Supplement I This is the Fifty-Eighth Volume in the Series THE CHEMISTRY OF HETEROCYCLIC COMPOUNDS THE CHEMISTRY OF HETEROCYCLIC COMPOUNDS A SERIES OF MONOGRAPHS EDWARD C. TAYLOR and PETER WIPF, Editors ARNOLD WEISSBERGER, Founding Editor THE PYRAZINES Supplement I D. J. Brown Research School of Chemistry Australian National University Canberra AN INTERSCIENCE ® PUBLICATION JOHN WILEY & SONS INC. This book is printed on acid-free paper. Copyright © 2002 by John Wiley & Sons, Inc., New York. All rights reserved. Published simultaneously in Canada. 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 as permitted under Sections 107 or 108 of the 1976 United States Copyright Act, without either the prior written permissions of the Publisher, or authorization through payment of the appropriate per-copy fee to the Copyright Clearance Center, 222 Rosewood Drive, Danvers, MA 01923, (978) 750-8400, fax (978) 750-4744. Requests to the Publisher for permission should be addressed to the Permissions Department, John Wiley & Sons, Inc., 605 Third Avenue, New York, NY 10158-0012, (212) 850-6011, fax (212) 850-6008, E-Mail:
[email protected] For ordering and customer service, call 1-800-CALL-WILEY. Library of Congress Cataloging in Publication Data is available. Brown, D. J. The Pyrazines: Supplement I ISBN 0-471-40382-2 Printed in the United States of America. 10 9 8 7 6 5 4 3 2 1 To Professor Emeritus Felix Bergmann† (heterocyclic chemist and pharmacologist) now in his ninety-fifth year † Felix Bergmann was born in Frankfurt an der Oder in 1908 and graduated with doctorates in chemistry and medicine from Berlin in 1933. He then joined his brother Ernst at the Weizmann Institute, Rehovot, until he was elected in 1950 to the chair of Pharmacology within the Hebrew University of Jerusalem. During retirement, he has remained active in research until quite recently. The Chemistry of Heterocyclic Compounds Introduction to the Series The chemistry of heterocyclic compounds is one of the most complex and intriguing branches of organic chemistry, of equal interest for its theoretical implications, for the diversity of its synthetic procedures, and for the physiological and industrial significance of heterocycles. The Chemistry of Heterocyclic Compounds, has been published since 1950 under the initial editorship of Arnold Weissberger, and later, until his death in 1984, under the joint editorship of Arnold Weissberger and Edward C. Taylor. In 1997, Peter Wipf joined Prof. Taylor as editor. This series attempts to m