ISSN:
0009-2940
Keywords:
Halo(trimethylsilyl)benzenes, carbodesilylation and elimination of
;
Carbodesilylation
;
Elimination
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Reaction of Halo(trimethylsilyl)benzenes with Electrophiles and Bases - Carbodestlylation and Elimination as Competitive ReactionsElimination to dehydrobenzenes takes place as competitive reaction in the base-catalyzed carbodesilylation of 1-halo-2-(trimethylsilyl)benzenes 1 with carbonyl compounds 2 in the presence of furans 3, 6. Elimination is preferred with increasing leaving tendency of the halides (I 〉 Br 〉 〉 Cl 〉 〉 F) and with decreasing reactivity of the carbonyl compounds. Exclusive elimination to 1,2-didehydrobenzenes - which are trapped with furans - occurs in the reaction when no electrophiles are present.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19911240938
