ArticleThe Journal of organic chemistry2026
Synthesis of Substituted Chromanes and Tetrahydroquinolines via Tandem 1,2-Silyl Shift-Friedel-Crafts Cyclization.
Article in The Journal of organic chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Propargyl silanes bearing an aryl ether or aniline moiety undergo acid-promoted 1,2-silyl shift to generate an allyl cation, which subsequently alkylates the adjacent aryl group in a Friedel-Crafts fashion. The developed methodology furnishes chromanes in 24-99% yields and 1,2,3,4-tetrahydroquinolines in 21-77% yields, depending on the substitution pattern. The distinctive feature of the developed methodology is the synthesis of (trialkylsilyl)vinyl- and (
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