Synthesis of Oxepin- and Oxocin-Annulated Pyrimidine Derivatives by Claisen Rearrangement and Ring Closing Metathesis/Ring Closing Enyne Metathesis.

ChemInform ◽  
2007 ◽  
Vol 38 (22) ◽  
Author(s):  
Krishna C. Majumdar ◽  
Pradip K. Maji ◽  
Habibur Rahaman ◽  
Brindaban Roy
Author(s):  
Satoru Arimitsu ◽  
Gerald B Hammond

gem-Difluoro-1,7-enyne amides are suitable building blocks for the synthesis of difluorodihydropyridinones via a ring-closing metathesis reaction, and of 4,4-difluoro-3-oxoisoquinolines through a ring-closing metathesis–enyne metathesis tandem reaction. These products, in turn, undergo a Diels–Alder reaction to yield heterotricyclic systems in moderate to good yields.


ChemInform ◽  
2005 ◽  
Vol 36 (35) ◽  
Author(s):  
Gary C. H. Chiang ◽  
Andrew D. Bond ◽  
Andrew Ayscough ◽  
Gilles Pain ◽  
Sylvie Ducki ◽  
...  

2005 ◽  
pp. 1860 ◽  
Author(s):  
Gary C. H. Chiang ◽  
Andrew D. Bond ◽  
Andrew Ayscough ◽  
Gilles Pain ◽  
Sylvie Ducki ◽  
...  

Heterocycles ◽  
2002 ◽  
Vol 57 (11) ◽  
pp. 2021 ◽  
Author(s):  
Eng-Chi Wang ◽  
Chin-Cheng Wang ◽  
Ming-Kun Hsu ◽  
Keng-Shiang Huang

2020 ◽  
Vol 2020 (27) ◽  
pp. 4193-4207 ◽  
Author(s):  
Alberto Llobat ◽  
Jorge Escorihuela ◽  
Daniel M. Sedgwick ◽  
Miriam Rodenes ◽  
Raquel Román ◽  
...  

2018 ◽  
Vol 14 ◽  
pp. 2991-2998 ◽  
Author(s):  
Christiane Schultze ◽  
Bernd Schmidt

8-Allylcoumarins are conveniently accessible through a microwave-promoted tandem Claisen rearrangement/Wittig olefination/cyclization sequence. They serve as a versatile platform for the annellation of five- to seven-membered rings using ring-closing olefin metathesis (RCM). Furano-, pyrano-, oxepino- and azepinocoumarins were synthesized from the same set of precursors using Ru-catalyzed double bond isomerizations and RCM in a defined order. One class of products, pyrano[2,3-f]chromene-2,8-diones, were inaccessible through direct RCM of an acrylate, but became available from the analogous allyl ether via an assisted tandem catalytic RCM/allylic oxidation sequence.


Synthesis ◽  
2017 ◽  
Vol 49 (24) ◽  
pp. 5339-5350 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Subba Cheekatla ◽  
Darshan Mhatre

The preparation of a variety of structurally interesting oxygenated cage compounds involving atom-economic processes such as Claisen rearrangement, Diels–Alder reaction, [2+2] photocycloaddition, and ring-closing metathesis (RCM) as key steps is reported. For the first time, oxepane ring system is introduced in cage framework using olefin metathesis as a key step. These cage systems assembled here are difficult to prepare by traditional methods. The synthetic sequence described here opens up new routes to higher order polycycles containing heteroatoms without the involvement of protecting groups. Transannular cyclization observed during Grignard addition and the RCM protocol used here may be applicable to generate unknown oxygenated cage systems.


Synlett ◽  
2008 ◽  
Vol 2008 (19) ◽  
pp. 3011-3015 ◽  
Author(s):  
Shital Chattopadhyay ◽  
Debalina Ghosh ◽  
Latibuddin Thander ◽  
Sanjay Ghosh

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