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. Author manuscript; available in PMC: 2012 Dec 13.
Published in final edited form as: Angew Chem Int Ed Engl. 2011 Apr 19;50(22):5157–5161. doi: 10.1002/anie.201100765

Table 1.

Optimization of Reaction Conditions.[a]

graphic file with name nihms-416654-t0013.jpg

Entry Catalyst Solvent Yield (%)[b] 2a:3a [b]
1 5 mol% Pd(PPh3)4 tol-d8 99 77:23
2 5 mol% Pd(PPh3)4 CD3CN 65 63:37
3 5 mol% Pd(PPh3)4 DMF-d7 95 80:20
4 5 mol% Pd(PPh3)4 THF-d8 87 83:17
5 3 mol% Pd2(dba)3,
6 mol% dppe		 tol-d8 75 70:30
6 3 mol% Pd2(dba)3,
6 mol% dppb		 tol-d8 67 77:23
7 3 mol% Pd2(dba)3,
6 mol% rac-BINAP		 tol-d8 77 70:30
8 3 mol% Pd2(dba)3,
6 mol% Xantphos 		tol-d8 99 94:6
9 3 mol% Pd2(dba)3,
6 mol% Xantphos		 DMF-d7 80 80:20
10 3 mol% Pd2(dba)3,
6 mol% dppf		 tol-d8 75 72:28
[a]

All reactions were carried out at 70 °C for 12 h, 0.1 mmol scale, 0.2 (M).

[b]

Yields and product distributions were determined by 1H NMR.