7-Azabicyclo[2.2.1]heptadienes in electrophilic chalcogenation reactions.

Autor:	Gavrilova, A., Nechaev, M., Aparshov, D., Arkhipenko, S., Antipin, R., Bondarenko, O., Zyk, N.
Předmět:	ELECTROPHILES SUBSTITUENTS (Chemistry) CHEMICAL bonds BOND formation mechanism ADDITION reactions CHEMICAL reactions
Zdroj:	Russian Chemical Bulletin; Mar2017, Vol. 66 Issue 3, p511-522, 12p
Abstrakt:	Reactions of electrophilic chalcogenation (sulfenylation and selenenylation) of 7-azabicyclo[2.2.1]heptadiene derivatives with electron-withdrawing substituents at the nitrogen atom and the double bond were found to proceed trans-stereospecifically with the formation of 1,2-addition products, resulting from the exo-attack by the electrophile. In the case of 2-tosyl-7-azanorbornadiene, the reaction is regiospecific: the electrophilic species exclusively adds to the carbon atom at position 6. A comparative analysis of the behavior of dimethyl bicyclo-[2.2.1]heptadiene-2,3-dicarboxylate and its 7-aza analogs in the AdE reactions was carried out. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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