Technology Process of 3-(2-Propen-1-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-pyridine
There total 5 articles about 3-(2-Propen-1-yl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-pyridine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;
With
TurboGrignard;
In
tetrahydrofuran;
at -78 ℃;
for 2h;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
allyl bromide;
In
tetrahydrofuran;
at -78 - 20 ℃;
DOI:10.1002/anie.200462928
- Guidance literature:
-
With
ammonium chloride;
copper(I) cyanide di(lithium chloride);
In
tetrahydrofuran;
iPrMgCl*LiCl in THF added to soln. at -78°C of BO2(C(CH2)2)2(C5H3NI) in THF, dry, argon-flushed Schlenk tube; mixt. stirred for 1 h; CuCN*2LiCl in THF added; stirred for 20 min; allyl bromide added; warm to room. temp.; quenched with aq. NH4Cl; extrn. with Et2O and CH2Cl2; dried over Na2SO4; filtration, soln. evapd.in vac.; recrystn. from CH2Cl2;
DOI:10.1002/anie.200462928
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: iPrMgCl*LiCl / tetrahydrofuran / 2 h / -78 °C
1.2: 76 percent / tetrahydrofuran / -78 - 20 °C
2.1: iPrMgCl*LiCl / tetrahydrofuran / 2 h / -78 °C
2.2: CuCN*2LiCl / tetrahydrofuran / 0.5 h / -78 °C
2.3: 83 percent / tetrahydrofuran / -78 - 20 °C
With
TurboGrignard;
In
tetrahydrofuran;
DOI:10.1002/anie.200462928
