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. 2023 Jul 25;13(15):10418–10424. doi: 10.1021/acscatal.3c02722

Table 1. Condition Screening for the MCC-McP-Au0-Catalyzed Cycloisomerization of Alkynoic Acidsa.

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entry solvent temp (°C) time (h) conversion (%)b
1 CH2Cl2 RT 96 33
2 CH2Cl2 40 24 20
3 toluene 90 23 99
4 dioxane 90 23 81
5 CH3CN 90 23 99
6c toluene 90 23 0
7d toluene 90 23 2
a

Reaction conditions unless specified otherwise: 1a (0.4 mmol), MCC-McP-Au0 (5 mg, 0.32 mol % Au0), solvent (1 mL).

b

Conversion to 2a as determined by 1H NMR using 1,4-dinitrobenzene as internal standard.

c

Reaction performed with MCC-sulfonic acid propyl silane (MCC-Si-CH2CH2CH2SO2H).

d

Reaction performed using MCC-McP-Au0/AuI (cf. Figure 1c) as catalyst.