Synthesis of 2H-4,8-dimethylthieno[2′,3′: 5,6]naphtho[1,2-b]pyran-2-one with potential photobiological activity to DNA

Article abstract of DOI:10.1080/10426509608046416

2H-4,8-Dimethylthieno[2′,3′:5,6]naphtho[1,2-b]pyran-2-one (7), a potential photobiological agent, was synthesized in six steps starting from commercially available 1,5-naphthalenediol. A Newman-Kwart rearrangement of naphthopyrone 2 and an unusual S-Claisen rearrangement of naphthopyrone 5 are the key steps. The structures of 7 and its precursors were fully characterized.

Full text of DOI:10.1080/10426509608046416

This article was downloaded by: [Michigan State University]
On: 10 January 2015, At: 09:24
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
Phosphorus, Sulfur, and Silicon and the
Related Elements
Publication details, including instructions for authors and
subscription information:
http://www.tandfonline.com/loi/gpss20
SYNTHESIS OF 2H-4,8-
DIMETHYLTHIENO[2′,3′:
5,6]NAPHTHO[1,2-b]PYRAN-2-ONE WITH
POTENTIAL PHOTOBIOLOGICAL ACTIVITY
TO DNA
Zhi-Fu Tao a & Xuhong Qian a
a Institute of Pesticides & Pharmaceuticals, East China University of
Science and Technology , P.O. Box 544, Shanghai, 200237, People's
Republic of China
Published online: 04 Oct 2006.
To cite this article: Zhi-Fu Tao & Xuhong Qian (1996) SYNTHESIS OF 2H-4,8-DIMETHYLTHIENO[2′,3′:
5,6]NAPHTHO[1,2-b]PYRAN-2-ONE WITH POTENTIAL PHOTOBIOLOGICAL ACTIVITY TO DNA, Phosphorus,
Sulfur, and Silicon and the Related Elements, 114:1-4, 109-113, DOI: 10.1080/10426509608046416
To link to this article: http://dx.doi.org/10.1080/10426509608046416
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