Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 18, 1988 - Issue 13
94
Views
17
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis and Thermolysis of Cycloalkenyl Azides and Iminophosphoranes Aldehydes: A New Pathway to Bisannelated Pyridines

, , &
Pages 1475-1482 | Published online: 03 Jan 2007
 

Abstract

Nucleophilic substitution on vinyl halides usually occurs when these compounds possess an electron withdrawing group at the D position as well as a good leaving group at the Q position Thus D-chlorovinyl ketones are suitable starting materials for the synthesis of D-azidovinyl ketones' Nesmeyanov and Rybuiskaya2 found that this substitution proceeds with the retention of configuration regarding the C=C bond Consequently, trans-β-halovinyl ketones yield the corresponding trans-D-azido ketones, but very few cis-D-azidovinyl ketone or aldehyde are described3 These latter Isomers have been reported to be unstable and to decompose spontaneously to isoxazoles2 In the case of the cycloalkenyl series β-azidovinyl ketones were only suggested as reaction Intermediatesl,3

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.