Technology Process of (Z)-2-(2-(2-methoxyphenyl)vinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
There total 3 articles about (Z)-2-(2-(2-methoxyphenyl)vinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
2-bromoanisole;
With
tert.-butyl lithium;
In
tetrahydrofuran; pentane;
at -78 ℃;
Inert atmosphere;
Schlenk technique;
With
zinc(II) chloride;
In
tetrahydrofuran; diethyl ether; pentane;
at -78 - 20 ℃;
for 0.5h;
Inert atmosphere;
Schlenk technique;
(Z)-2-(2-bromovinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;
With
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; diethyl ether; pentane;
at 20 ℃;
for 2h;
Inert atmosphere;
Schlenk technique;
DOI:10.1021/acs.joc.0c00341
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: diethyl ether / 1 h / 20 °C / Inert atmosphere; Schlenk technique
2.1: tert.-butyl lithium / pentane; tetrahydrofuran / -78 °C / Inert atmosphere; Schlenk technique
2.2: 0.5 h / -78 - 20 °C / Inert atmosphere; Schlenk technique
2.3: 2 h / 20 °C / Inert atmosphere; Schlenk technique
With
tert.-butyl lithium;
In
tetrahydrofuran; diethyl ether; pentane;
2.3: |Negishi Coupling;
DOI:10.1021/acs.joc.0c00341
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: potassium acetate / pentane; methanol / 1.5 h / 20 °C / Schlenk technique; Inert atmosphere
2.1: tert.-butyl lithium / pentane; tetrahydrofuran / -78 °C / Inert atmosphere; Schlenk technique
2.2: 0.5 h / -78 - 20 °C / Inert atmosphere; Schlenk technique
2.3: 2 h / 20 °C / Inert atmosphere; Schlenk technique
With
tert.-butyl lithium; potassium acetate;
In
tetrahydrofuran; methanol; pentane;
2.3: |Negishi Coupling;
DOI:10.1021/acs.joc.0c00341
