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. Author manuscript; available in PMC: 2021 May 26.
Published in final edited form as: Isr J Chem. 2020 Feb 14;60(3-4):424–428. doi: 10.1002/ijch.201900158

Table 1.

Optimization of reaction conditionsa.

graphic file with name nihms-1562485-t0009.jpg
entry modified reaction conditions yields of 2 (%)b
1 none 67 (58)
2 with 1 M (0.5 mL, 0.5 mmol) HCI 0
3 with 3 M (0.5 mL, 1.5 mmol) HCI 20
4 3 h instead of 6 h 48
5 with 3 mmol p-TsOH 55
6 with 3 mmol TfOH 62
7 with 3 mmol AcOH 63
a

0.1 mmol scale reactions in 0.5 mL solvent.

b

1H NMR yields using pyrene as an internal standard. Value in parenthesis is the isolated yield from 0.5 mmol.