263-06-9Relevant articles and documents
Cycloaddition of Benzothiete and Electron-deficient Nitriles
Schmidt, Michael,Meier, Herbert,Saleh, Sadiq A.
, p. 573 - 575 (2007/10/02)
The o-quinoid 8? electron system 2, generated by thermal ring opening of benzothiete (1), enters regiospecific (8? + 2?) cycloaddition reactions with electron-deficient nitriles 3a-d, yielding the 4H-1,3-benzothiazines 4a-d.A competitive dimerization of 1
Cycloaddition of Benzothiete to 4-Substituted Styrenes
Meier, Herbert,Schmidt, Michael,Eckes, Heinz-Ludwig
, p. 1545 - 1550 (2007/10/02)
By thermal ring opening benzothiete (1) generates an 8-? electron system 2, which forms the cycloadducts 4/5a-j with 4-substituted styrenes 3a-j.The enhancement of the reactivity by electron-donating as well as electron-withdrawing substituents and their influence on the regioselectivity are discussed by applying frontier orbital calculations. - Key Words: Cycloaddition; Substituent effects; Reactivity; Regioselectivity; FMO calculations
CYCLOADDITON REACTIONS OF BENZOTHIETE AND HETERO DIENOPHILES FOR THE SYNTHESIS OF HETEROCYCLIC SYSTEMS
Jacob, Dominic,Peter-Niedermann, Hans,Meier, Herbert
, p. 5703 - 5706 (2007/10/02)
Benzothiete (1) undergoes cycloaddition reactions with hetero dienophiles with NN-, NO- or CO- double bonds, leading to six-membered heterocyclic ring systems of 2H-3,4-dihydro-1,2,3-benzothiadiazine (3), 4H-3,1,2-benzoxathiazine (4) and 4H-3,1-benzoxathiin.