Fig. 3: Scope for domino aryne precursors. | Nature Communications

Fig. 3: Scope for domino aryne precursors.

From: 3-sulfonyloxyaryl(mesityl)iodonium triflates as 1,2-benzdiyne precursors with activation via ortho-deprotonative elimination strategy

Fig. 3

a Scope with classical preparation method. b Preparation of electron-rich substrates using Kita’s approach. c Preparation of TTPM/TTPF-based scaffold. Reaction conditions: [a] A solution of 3 (1.0 mmol), m-CPBA or Oxone (1.5 mmol), triflic acid (2.0 mmol) in solvent (5.0 mL) was stirred from 0 oC to rt for 3 hours; mesitylene (1.1 mmol) was then added. [b] Isolated yield. [c] A solution of 4 (0.22 mmol) and PhI(OH)OTs 5 (0.2 mmol) in 2,2,2-trifluoroethanol (2 mL) was stirred at rt. [d] The reaction was carried out in DCM (2 mL) with NaOTf (1.0 mmol). [e] A solution of 3′ (1.0 mmol), m-CPBA or Oxone (1.5 mmol), triflic acid (2.0 mmol) in solvent (5.0 mL) was stirred from 0 oC to rt for 3 hours; mesitylene (1.1 mmol) was then added.

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