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At the suggestion of a referee, we conducted a reaction with 8 and an internal alkyne. The reaction of 8 with 4-octyne under our reported reaction conditions afforded recovered starting material (50%) as well as a small amount of an unidentified product that did not incorporate 4-octyne and was not a benzothiazine or isobenzothiazole.
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3 under an oxygen atmosphere, proton NMR analysis suggested the formation of a 25% yield of 12. After 36 h, tert-butylbenzaldehyde was isolated in 20% yield along with 61% of recovered 10n. Compound 12 did not elute from the silica column, even after flushing with polar solvents.
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