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Mendeleev Communications, 2022, Volume 32, Issue 4, Pages 446–448
DOI: https://doi.org/10.1016/j.mencom.2022.07.006
(Mi mendc690)
 

Communications

One-pot two step synthesis of unsymmetrically substituted indenes from 3,4-diarylbutadiene sulfones

O. V. Shurupova, G. K. Sterligov, M. A. Rasskazova, E. A. Drokin, A. N. Lysenko, S. A. Rzhevskiy, L. I. Minaeva, M. A. Topchiy, A. F. Asachenko

A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Moscow, Russian Federation
Abstract: A new one-pot two step synthesis of unsymmetrically substituted indenes from available 3,4-diarylbutadiene sulfones involves SO2 thermal extrusion followed by acid- catalyzed cyclization of the diene formed, the cyclization proceeding selectively at the more electron-rich aryl rings. The procedure is efficient for substrates bearing donor, acceptor, as well as bulky substituents.
Keywords: indenes, 34-diarylbutadienes, sulfones, sulfur dioxide, thermal extrusion, catalytic cyclization, Friedel–Crafts reaction, one-pot synthesis.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (2.3 Mb)


Citation: O. V. Shurupova, G. K. Sterligov, M. A. Rasskazova, E. A. Drokin, A. N. Lysenko, S. A. Rzhevskiy, L. I. Minaeva, M. A. Topchiy, A. F. Asachenko, “One-pot two step synthesis of unsymmetrically substituted indenes from 3,4-diarylbutadiene sulfones”, Mendeleev Commun., 32:4 (2022), 446–448
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