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. Author manuscript; available in PMC: 2015 Jun 17.
Published in final edited form as: Org Lett. 2008 Apr 26;10(11):2135–2138. doi: 10.1021/ol800532p

Table 4.

Cross-Coupling of Aryl Chlorides with Various Potassium Alkoxymethyltrifluoroboratesa

graphic file with name nihms694691u5.jpg
entry nucleophile product isolated yield (%)
1 graphic file with name nihms694691t41.jpg 2a graphic file with name nihms694691t42.jpg R = CN 4a 75
OME4a’ 77
2 graphic file with name nihms694691t43.jpg 2b graphic file with name nihms694691t44.jpg R = CN 4b 72
OME4b’ 74
3 graphic file with name nihms694691t45.jpg 2c graphic file with name nihms694691t46.jpg R = CN 4c 67
4 graphic file with name nihms694691t47.jpg 2d graphic file with name nihms694691t48.jpg R = CN 4d 80
5 graphic file with name nihms694691t49.jpg 2f graphic file with name nihms694691t50.jpg R = CN 4f 48
6 graphic file with name nihms694691t51.jpg 2g graphic file with name nihms694691t52.jpg R = CN 4g 67
OME4g’ 60
a

All reactions were carried out using 0.5mmol of aryl chloride and 0.55 mmol of alkoxymethyltrifluoroborate.