112425-40-8Relevant academic research and scientific papers
MODERN FRIEDEL-CRAFTS CHEMISTRY. XIV. ON THE CYCLIZATION OF SELECTED ARYL HYDROXYALKYL SULFIDES
El-Khawaga, A. M.,El-Zohry, M. F.,Ismail, M. T.,Abdel-Wahab, A. A.,Khalaf, A. A.
, p. 265 - 270 (2007/10/02)
The feasibility of cycloalkylation reactions in the presence of Friedel-Crafts catalysts was demonstrated in a nimber of aryl hydroxyalkyl sulfides (1-5), and benzyl hydroxyalkyl sulfides (6-7).Treatment of compounds (1-7) with Friedel-Crafts catalysts gave diaryl disulfides, diaryl sulfides, arene thiols, chlorohydrins, aryl chloroalkyl sulfides, aryl alkenyl sulfides and cyclization products.It is noteworthy to mention that cyclization products were isolated only in cases where the hydroxyl group is linked to a tertiary carbon atom as in compounds 3 and 7.A suitable reaction pathway is suggested to rationalize the formation of the various reaction products.
MODERN FRIEDEL-CRAFTS CHEMISTRY. XI. CYCLIZATION OF ARYL HALOALKYL SULFONES, ARYLSULFONYLACYL CHLORIDES AND THEIR CORRESPONDING SULFIDES
Abdel-Wahab, Aboel-Magd A.,El-Khawaga, Ahmed M.,El-Zohry, Maher F.,Khalaf, Ali A.
, p. 31 - 44 (2007/10/02)
The sulfone group deactivation for cyclialkylation and cycliacylation reactions in the presence of Friedel-Crafts catalysts was demonstrated in a number of aryl chloroalkylsulfones (1-8) and arylsulfonylacyl chlorides (17a-22a), respectively.As expected, the corresponding arylchloroalkyl sulfides (9-16) and arylmercaptoacyl chlorides (13a-28a) underwent ring-closure reaction in most cases under the same conditions.The ease of cyclization was governed by the ring size, the stability of the attacking carbocation and the nucleophilicity of the aryl moiety.Also, the behaviour of benzyl sulfones (29, 31a, and 32a) and sulfides (33, 34a and 36a) was inconsistent.Noteworthy, the Friedel-Crafts cyclization reaction is thus considered an accessible method for the synthesis of compounds 37-41 and 45, 51.
