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Issue 20, 2011
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New synthesis of spirocycles by utilizing in situ forming hypervalent iodine species

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Abstract

A very effective spirocyclization procedure for installing nucleophiles (Nu = N3, NO2, SCN, SO2Tol, and halogens) viaiodonium(III) salts has been developed using the combination of iodoarene and mCPBA. The high-yielding syntheses of the cyclohexadienone-type spirocyclic compounds 2 having varied functionalities in the skeletons have been achieved from the aryl alkynes 1 with the optimized bis(iodoarene) 3h.

Graphical abstract: New synthesis of spirocycles by utilizing in situ forming hypervalent iodine species

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Supplementary files

Article information


Submitted
19 Jul 2011
Accepted
16 Aug 2011
First published
16 Aug 2011

Org. Biomol. Chem., 2011,9, 6899-6902
Article type
Communication

New synthesis of spirocycles by utilizing in situ forming hypervalent iodine species

T. Dohi, T. Nakae, Y. Ishikado, D. Kato and Y. Kita, Org. Biomol. Chem., 2011, 9, 6899
DOI: 10.1039/C1OB06199B

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