Reading a scheme

Start with the conditions. A strong base, an acid, a metal, a peroxide: the reagent line narrows the reaction type before you look at a single bond.

Find what changed. Compare starting material and product atom by atom: which bond formed, which left, and whether the carbon count grew.

Substitution vs. elimination vs. addition is a bookkeeping question: same number of σ bonds, fewer, or more.

Mechanism follows structure. A tertiary or benzylic center with a weak nucleophile points to a cation; a primary center with a strong nucleophile does not.

Every example here is a real reaction with a real citation. The yields are the authors’ own.

Deamination via diazonium salts

1 real reaction from the literature, on primary amines. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.

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Deamination: cyclohex-3-en-1-amine (a primary amine) with Chem Ber 1963 96 2937; 21%; Org Lett 2015 17 2570 gives 3-cyclohexen-1-ol (the deaminated product), 2-cyclohexen-1-OL (the deaminated product) and bicyclo[3.1.0]hexan-2-ol (the deaminated product).

DeaminationRealOChem worksheet