
TY  - JOUR
A1  - Chandler, CJ 
A1  - Craik, DJ 
A1  - Waterman, KJ 
T1  - A Novel Route to the Dibenzofuran Ring System: Possible Applications as a Rigid Thyroid Hormone Template
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1989
VL  - 42
IS  - 8
SP  - 1407
EP  - 1413
KW  - 
UR  - https://doi.org/10.1071/CH9891407 
N2  - Photochemical cyclization reactions of iodinated diphenyl ethers to produce dibenzofuran derivatives have been studied. While U.V. irradiation of the thyroid hormone thyroxine produces a complex mixture of products, treatment of the thyroid hormone analogue 3,5-diiodo-4-(4'-methyoxphenoxy)nitrobenzene with U.V. light yielded 4-iodo-8-methoxy-2-nitrodibenzofuran (34%) in a clean reaction. The functionalized dibenzofuran framework produced in this reaction has considerable potential for the development of novel, rigid thyroid hormone analogues. 
ER  -

