Issue 7, 1990
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Reactions of ortho-quinones with ethoxycarbonylmethylene(triphenyl)-phosphorane. Trapping of the ortho-quinone methanide intermediates

Demetrios N. Nicolaides,   Spyros G. Adamopoulos,   Demetrios A. Lefkaditis  and  Konstantinos E. Litinas  

Abstract

The reactions of the ortho-quinones (5a-d) with the phosphorus ylide (6) afforded, besides the expected coumarin derivatives (10a–d), compounds (9d), (11b and c), (13), and (14). When the reactions between compounds (5a–d) and (6) were carried out in the presence of ethyl vinyl ether (20) the pyran derivatives (21 a,b, and d) and (22a, b, and d) were obtained as main products, by a [4 + 2] trapping process of the ortho-quinone methanide intermediates (7a, b, and d) with the dienophile (20). Similarly, the reaction between compounds (5a) and (6) in the presence of α-methylstyrene afforded mainly the pyrans (23 I and II). Compounds (16), (19), and (24) were also prepared and studied.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/P19900002127
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1990, 2127-2132

Permissions

Request permissions

Reactions of ortho-quinones with ethoxycarbonylmethylene(triphenyl)-phosphorane. Trapping of the ortho-quinone methanide intermediates

D. N. Nicolaides, S. G. Adamopoulos, D. A. Lefkaditis and K. E. Litinas, J. Chem. Soc., Perkin Trans. 1, 1990, 2127 DOI: 10.1039/P19900002127

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements