ChemInform Abstract: Diels-Alder Reactions of ((S)R)-(1E,3E)-1-p-Tolylsulfinyl-1,3- pentadiene (I): The Unexpected Evolution of Maleic Anhydride Adducts.

ChemInform ◽  
2010 ◽  
Vol 27 (47) ◽  
pp. no-no
Author(s):  
M. C. CARRENO ◽  
M. B. CID ◽  
J. L. GARCIA RUANO
Keyword(s):  
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

Sign in / Sign up

Export Citation Format

Share Document