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. Author manuscript; available in PMC: 2019 Feb 7.
Published in final edited form as: J Am Chem Soc. 2018 Jan 29;140(5):1627–1631. doi: 10.1021/jacs.8b00643

Table 4.

Further Examples of Amide Dehydrationa

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a

Reaction conditions: amide (0.5 or 1.0 mmol), copper(II) acetate (0.02 equiv), 1,2-bis(dicyclohexylphosphino)ethane (0.022 equiv), dimethoxy(methyl)silane (3 equiv) in THF (1 mL) at RT for 12 h, unless otherwise specified; see supporting information for details. Yield represents average isolated yield of two or more replicates.

b

5 equiv silane was used.

c

At 40 °C instead of RT; 1,4-dioxane (2 mL) was used instead of THF.

d

Yield as measured by gas chromatography, relative to an internal standard.