ChemInform Abstract: One-Pot Claisen Rearrangement/O-Methylation/Alkene Isomerization in the Synthesis of ortho-Methoxylated Phenylisopropylamines.

ChemInform ◽  
2010 ◽  
Vol 28 (6) ◽  
pp. no-no
Author(s):  
S. R. WALDMAN ◽  
A. P. MONTE ◽  
A. BRACEY ◽  
D. E. NICHOLS
1996 ◽  
Vol 37 (44) ◽  
pp. 7889-7892 ◽  
Author(s):  
Steve R. Waldman ◽  
Aaron P. Monte ◽  
Ann Bracey ◽  
David E. Nichols

ChemInform ◽  
2009 ◽  
Vol 40 (41) ◽  
Author(s):  
Tomohiro Hirano ◽  
Kanako Iwakiri ◽  
Hiroshi Miyamoto ◽  
Atsuo Nakazaki ◽  
Susumu Kobayashi

2019 ◽  
Vol 25 (1) ◽  
pp. 22-26 ◽  
Author(s):  
Seema Jain

Abstract7-Allylindolines are valuable synthons for designing biologically active molecular libraries. Lewis acid catalyzed amino-Claisen rearrangement provides a one pot synthetic entry to these heteroarenes. In this context, Zinc chloride (ZnCl2)–N,N-dimethylformamide system efficiently catalyzed amino-Claisen rearrangements of 1-N-allylindolines to 7-allylindolines. The rearrangement is influenced by stereoelectronic effects of substituents present in 1-N-allylindolines. The substrates containing electron donating functionalities underwent rearrangement at lower temperature than substrates with electron withdrawing functional groups. The regioselectivity of the process is governed by the substitution pattern on allyl moiety in 1-N-allylindoline as well as ZnCl2 catalyst loading in the reaction system.


2019 ◽  
Vol 55 (95) ◽  
pp. 14355-14358
Author(s):  
Shyamsundar Das ◽  
Nakeun Ko ◽  
Eunsung Lee ◽  
Sang Eun Kim ◽  
Byung Chul Lee

Herein, we describe a new transition metal-free Claisen rearrangement for the synthesis of α-substituted 2,4-dienamide. This one-pot, stereoselective three-component cascade reaction affords various polysubstituted 2,4-dienamides in good yields.


2017 ◽  
Vol 82 (7) ◽  
pp. 3965-3975 ◽  
Author(s):  
Guillaume Ernouf ◽  
Jean-Louis Brayer ◽  
Benoît Folléas ◽  
Jean-Pierre Demoute ◽  
Christophe Meyer ◽  
...  

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