Table 3.

Catalytic carbocyclization of diverse unactivated alkyl bromides.

entry	substrate	product	yield (%)a
1			86b
2			81b
3			71 (1:1 E:Z)
4			65 (1:1 E:Z)
5c			65
6d			92 (30:31 = 1.9:1)
7d			70 (33:34 = 3.3:1)
8d			40 (36:37 = 7.0:1)
9			63 (>95:5 dr)
10			75 (>95:5 dr) (1.5:1 E:Z)

Reactions were performed with [substrate]₀ = 0.25 M in PhCF₃ at 100 °C with 5 mol % [Pd(allyl)Cl]₂, 20 mol % dtbpf, and 2 equiv Et₃N as base.

^aIsolated yield.

^bIsolated with minor regioisomers, see Supporting Information for details.

^cDBU used as base instead of Et₃N.

^dReactions were performed at 120 °C with 5 mol % [Pd(allyl)Cl]₂, 20 mol % dtbpf, and 2 equiv Cy₂NMe as base.