Nature Communications

Table 3 Three-component dearomative 1,4-vinylarylation reaction^a.

From: Dearomative 1,4-difunctionalization of naphthalenes via palladium-catalyzed tandem Heck/Suzuki coupling reaction


Entry	R′	R	Ar	15	Yield (%)
1	H	Et	Ph	15a	64
2	H	n-Pr	Ph	15b	71
3	H	n-Pent	Ph	15c	82
4	H	n-Pent	3-MeC₆H₄	15d	68
5	H	Ph	Ph	15e	65
6	H	Ph	3-MeC₆H₄	15f	62
7	H	4-MeC₆H₄	Ph	15g	61
8	H	4-^tBuC₆H₄	Ph	15h	47
9	H	n-Pent	2-naphthyl	15i	59
10	4-Me	n-Pent	Ph	15j	83
11	4-OMe	n-Pent	Ph	15k	67
12	4-F	n-Pent	Ph	15l	80
13	5-Me	n-Pent	Ph	15m	55
14	5-F	n-Pent	Ph	15n	83

^aReaction conditions: 13 (0.2 mmol), 14 (0.3 mmol), Ar₄BNa (0.2 mmol), Pd(dba)₂ (0.01 mmol), L5 (0.02 mmol), KF (0.5 mmol), toluene (2 mL), 140 °C, 16 h, isolated yield.

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