Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 7-8
132
Views
11
CrossRef citations to date
0
Altmetric
Original Articles

Functionalization of Cubanes and Homocubanes via Oxidative Displacement of Iodine Using Hypervalent Iodine

&
Pages 1395-1403 | Received 14 Nov 1988, Published online: 24 Oct 2006
 

Abstract

The iodo group in 4-iodo-1-carbomethoxycubane (1) can be replaced by mesyloxy, tosyloxy and chloro by oxidative displacement with C6H5I(OH)OMs, C6H5I(OH)OTs and C6H5ICl2, respectively. Similarly, the iodo group in the homocubyl compound 4-iodo-1-bromopentacyclo[4.3.0.02,5.03,8.04,7]nonane-9-one ethylene acetal (2) was analogously replaced by mesyloxy, tosyloxy and chloro. Possible pathways for these reactions are discussed.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.