Table 1 Optimization of the reaction conditions^a


Entry	Deviation from standard conditions	Yield of 3^b
1	none	72% (72%)^c
2	without PhSiH₃	ND
3	without HCOOLi	ND
4	Et₃SiH instead of PhSiH₃	5%
5	PMHS instead of PhSiH₃	trace
6	NaBH₄ instead of PhSiH₃	trace
7	K₂CO₃ instead of HCOOLi	32%
8	DABCO instead of HCOOLi	42%
9	HCOOK instead of HCOOLi	55%
10	S₈ instead of SOgen	49%
11	DABSO instead of SOgen	27%
12	K₂S₂O₅ instead of SOgen	ND
13	DMSO instead of DMSO: NMP (1:1)	60%
14	NMP instead of DMSO: NMP (1:1)	43%

ND not detected.
^aStandard conditions: chamber A, 1 (0.2 mmol, 1.0 equiv), 2 (0.5 mmol, 2.5 equiv), PhSiH₃ (0.64 mmol, 3.2 equiv), HCOOLi (0.6 mmol, 3.0 equiv), DMSO (1.0 mL) and NMP (1.0 mL), at 40 °C for 9 h under argon atmosphere. chamber B, SOgen (0.51 mmol), 1-methyl-4-vinylbenzene (0.5 mmol), tetradecane (1.0 mL), at 100 °C for 10 min.
^bYields were determined by GC using dodecane as an internal standard.
^cIsolated yield in parentheses.

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