Tributylvinyltin → HCID 68714627, compound

HRID 1159770Notes

Reaction equation

HRID 1159770 reaction equation
C[C:2]1[CH:7]=[CH:6]C=C[C:3]=1[S:8]([N:11]1[C:19]2[C:14](=[C:15]([CH:20]=[CH2:21])[CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12]1)(=[O:10])=[O:9].BrC1C=CC=C2C=1C=CN2[S:32](C1SC=CC=1)(=O)=O.C([Sn](CCCC)(CCCC)C=C)CCC>>[S:32]1[CH:6]=[CH:7][CH:2]=[C:3]1[S:8]([N:11]1[C:19]2[C:14](=[C:15]([CH:20]=[CH2:21])[CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12]1)(=[O:10])=[O:9]

Participants

4

Reactant 3

HCID 81998TributylvinyltinHCID 68713053HCID 68713053, compoundHCID 68717174HCID 68717174, compound2×

Product 1

HCID 68714627HCID 68714627, compoundYield 79%

Procedure

The experimental for Intermediate 15 was followed using 4-bromo-1-(2-thienylsulfonyl)-1H-indole (500 mg, 1.46 mmol; Intermediate 20), tributyl(vinyl)stannane (tot 0.864 mL, 2.92 mmol) and Pd(PPh3)2OAc2 (tot 55 mg, 0.073 mmol). The title compound (333 mg, 79%) was obtained as a colorless solid. MS (ESI+) for C14H11NO2S2 m/z 290 (M+H)+.

Sources & evidence

ORD record
ord-2be5bb3e7575490d9f1d693412a3b897
Source dataset
uspto-grants-2010_10
Patent number
US07812017B2

Reaction notes

Loading…