Thermodynamic and kinetic studies on reversible liquid-phase Diels Alder reaction between maleic anhydride and 2-methyl furan

1994 ◽  
Vol 42 (2-3) ◽  
pp. 461-466 ◽  
Author(s):  
N. Balbi ◽  
B. Khoumeri
1984 ◽  
Vol 13 (10) ◽  
pp. 1855-1858 ◽  
Author(s):  
Hitoshi Takeshita ◽  
Shigeru Sugiyama ◽  
Toshihide Hatsui

2002 ◽  
Vol 57 (6) ◽  
pp. 637-644 ◽  
Author(s):  
Krystyna Bogdanowicz-Szwed ◽  
Artur Budzowski

AbstractThe hetero-Diels-Alder reaction of 1-(2-furyl)-3-(dimethylamino)-2-propene-1-thione (diene) with maleic and fumaric acids, and β-nitrostyrenes yielded 3,4-dihydro-2H-thiopyran derivatives. Treatment of some of those cycloadducts with acetic acid caused elimination of dimethylamine yielding stable 2H-thiopyrans. Reaction of the diene with maleic anhydride furnished a cycloadduct which underwent spontaneous rearrangement to form an N,N-dimethylamide derivative. Cycloadditions of the diene to maleimide, N-phenylmaleimide, diethyl maleate, fumarate and butenolide, carried out in the presence of acetic anhydride,were followed by elimination of dimethylamine, afforded stable 2H-thiopyran derivatives.


2003 ◽  
Vol 107 (43) ◽  
pp. 9249-9249 ◽  
Author(s):  
Evgeni M. Glebov ◽  
Larisa G. Krishtopa ◽  
Victor Stepanov ◽  
Lev N. Krasnoperov

Tetrahedron ◽  
1994 ◽  
Vol 50 (23) ◽  
pp. 6767-6782 ◽  
Author(s):  
Brian J. McNelis ◽  
Daniel D. Sternbach ◽  
Andrew T. MacPhail

Author(s):  
Hiyoshizo Kotsuki ◽  
Masanori Kataoka ◽  
Kohtaro Matsuo ◽  
Shigeru Suetomo ◽  
Motoo Shiroc ◽  
...  

1991 ◽  
Vol 44 (8) ◽  
pp. 1085 ◽  
Author(s):  
JR Pearson ◽  
QN Porter

3-Vinylbenzofuran, 3-isopropenylbenzofuran and 2-methyl-3-vinylbenzofuran give normal [4π+2π] adducts with ethenetetracarbonitrile, accompanied, in the case of the last named diene, by the isomeric cyclobutane. Normal adducts also result from these dienes and 4-phenyl-1,2,4-triazoline-3,5-dione, and from 3-vinylbenzofuran and both maleic anhydride and N- phenylmaleimide. 3-Vinylbenzofuran gives the rearranged adduct dimethyl 1,2-dihydrodibenzofuran-3,4-dicarboxylate with dimethyl acetylenedicarboxylate.


Sign in / Sign up

Export Citation Format

Share Document