A general entry to 10-halocolchicides and 9-haloisocolchicides

Article abstract of DOI:10.1080/00397919708005641

Readily accessible 10-tosyloxycolchicide (1) and LiX (X=Cl or Br or I) in MeOH/BF₃·Et₂O at reflux give 10-chloro- (2), 10-bromo- (4), or 10-iodocolchicide (5), in good yields. 9-Chloro- (7) and 9-bromoisocolchidide (8) can be similarly obtained from 9-tosyloxyisocolchidide (6) and the method applies also to troponoids.

Full text of DOI:10.1080/00397919708005641

This article was downloaded by: [Tufts University]
On: 07 October 2014, At: 06:20
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954
Registered office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH,
UK
Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
Publication details, including instructions for
authors and subscription information:
http://www.tandfonline.com/loi/lsyc20
A General Entry to 10-
Halocolchicides and 9-
Haloisocolchicides
Marino Cavazza a & Francesco Pietra b
a Dipartimento di Chimica e Chimica Industriale ,
Università di Pisa , 56126, Pisa
b Laboratorio di Chimica Bioorganica , Università di
Trento , 38050, Povo-Trento, Italy
Published online: 22 Aug 2006.
To cite this article: Marino Cavazza & Francesco Pietra (1997) A General Entry to 10-
Halocolchicides and 9-Haloisocolchicides, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 27:19, 3405-3413
To link to this article: http://dx.doi.org/10.1080/00397919708005641
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the
information (the “Content”) contained in the publications on our platform.
However, Taylor & Francis, our agents, and our licensors make no
representations or warranties whatsoever as to the accuracy, completeness,
or suitability for any purpose of the Content. Any opinions and views
expressed in this publication are the opinions and views of the authors, and
are not the views of or endorsed by Taylor & Francis. The accuracy of the
Content should not be relied upon and should be independently verified with
primary sources of information. Taylor and Francis shall not be liable for any

losses, actions, claims, proceedings, demands, costs, expenses, damages,
and other liabilities whatsoever or howsoever caused arising directly or
indirectly in connection with, in relation to or arising out of the use of the
Content.
This article may be used for research, teaching, and private study purposes.
Any substantial or systematic reproduction, redistribution, reselling, loan,
sub-licensing, systematic supply, or distribution in any form to anyone is
expressly forbidden. Terms & Conditions of access and use can be found at
http://www.tandfonline.com/page/terms-and-conditions