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- W2169175551 abstract "Directed lithiation of p-tolyl 1-azulenyl sulfone (1) at the 2-position of the azulenyl group was achieved by using lithium 2,2,6,6-tetramethylpiperidide (LTMP). The azulenyllithium thus generated could be efficiently trapped with various electrophiles to form 2-substituted derivatives 2 in moderate to good yields. p-Tolyl 2-trimethylsilyl-1-azulenyl sulfone (2a) was transformed into cyclic sulfone derivative 3a through the directed lithiation in the p-tolyl group and subsequent intramolecular ring closure at the 8-position. 2-(Phenylsulfanyl)-1-azulenyl p-tolyl sulfone (2b) suffered from desulfonylation to form 2-phenylsulfanylazulene (4). The Suzuki coupling reaction of 2-iodo-1-azulenyl p-tolyl sulfone (2d) with arylboronic acids followed by desulfonylation efficiently gave 2-arylazulenes 10." @default.
- W2169175551 created "2016-06-24" @default.
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- W2169175551 date "2008-09-24" @default.
- W2169175551 modified "2023-10-16" @default.
- W2169175551 title "A New Efficient Route to 2-Substituted Azulenes Based on Sulfonyl Group Directed Lithiation" @default.
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- W2169175551 doi "https://doi.org/10.1021/jo801166f" @default.
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