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One-pot synthesis of 3-arylaminomaleimides from terminal alkynes and isocyanates

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The reaction of aryl acetylide anions with phenyl isocyanate and subsequent addition of a protonating agent such as ethanol affords good yields of 3-aminomaleimides, formed by the cyclization of one… Click to show full abstract

The reaction of aryl acetylide anions with phenyl isocyanate and subsequent addition of a protonating agent such as ethanol affords good yields of 3-aminomaleimides, formed by the cyclization of one molecule of alkyne with two isocyanates. When the reaction is quenched with water instead, cyclopentadienone imines are formed as the major products.

Keywords: pot synthesis; terminal alkynes; synthesis arylaminomaleimides; arylaminomaleimides terminal; one pot; alkynes isocyanates

Journal Title: Tetrahedron Letters
Year Published: 2017

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