Problem: Compound 1 undergoes a thermal elimination of nitrogen at C to form nitrile  4 (Org. Lett. 1999, 1, 537–539). One proposed subsequently refuted) mechanism for this transformation involves intermediates 2 and 3:  (a) Draw curved arrows that show the conversion of  2 to 3.

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Compound 1 undergoes a thermal elimination of nitrogen at C to form nitrile  4 (Org. Lett. 1999, 1, 537–539). One proposed subsequently refuted) mechanism for this transformation involves intermediates 2 and 3

(a) Draw curved arrows that show the conversion of  2 to 3.

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