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. 2022 Feb 22;24(8):1626–1630. doi: 10.1021/acs.orglett.2c00125

Table 1. Screening of the Reaction Conditionsa.

graphic file with name ol2c00125_0006.jpg

entry variations from the optimal conditionsa yield of 3aa (%)b
1 none 93
2 CH3CN instead of toluene 79
3 RT instead of 60 °C 69
4 no Te cat. 64
5 no Te cat. at 110 °C 56
6 no Te cat. for 44 h 65
7 Te cat. = PTeZ2 83
8 Te cat. = PTeZ3 93
9 Te cat. = PTeZ4 88
10 Te cat. = PTeZ5 91
11 Te cat. = PTeZ6 81
12 O2 (1 atm) instead of Ag2O n.r.
13 O2 instead of Ag2O at 110 °C 11
14 DTBP instead of Ag2O n.r.
15 DTBP instead of Ag2O at 110 °C 41
16 addition of TEMPO (1.5 equiv) 79
17 addition of BHT (1.5 equiv) 44
a

Reaction conditions: 1a (0.2 mmol), 2a (0.4 mmol), PTeZ1 (0.02 mmol), Ag2O (0.2 mmol), toluene (1.5 mL), 60 °C, 16 h.

b

Isolated yields.