. Author manuscript; available in PMC: 2013 Sep 7.

Published in final edited form as: Org Lett. 2012 Aug 29;14(17):4458–4461. doi: 10.1021/ol301955s

Table 3.

Cross-Coupling of Various Hetaryl Chlorides with Secondary Aminomethyltrifluoroborate 3a



entry	HetAr-Cl	product		yield (%)
1			5a	94
2			5b	80
3			5c	91
4			5d	91^a
5			5e	91
6			5f	85^a
7			5g	92
8			5h	49^a
9			5i	98^a
10			5j	99
11			5k	77^a
12			5l	82
13			5m	93

Reaction conditions: 1.0 equiv of hetaryl chloride 1.05 equiv of trifluoroborate, 4 mol % of XPhos-Pd-G2 A, 3 equiv of Cs₂CO₃, toluene/H₂O = 4:1 (0.5 M), 85 °C, 3 h.

18 h.