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일반 설명
B-Chlorocatecholborane is a boron reagent and a Lewis acid, known to facilitate the borylative cyclization of alkynes to yield the borylated heterocycles. It is also used in the preparation of lactones, and thiophenes.
애플리케이션
B-Chlorocatecholborane can be used:
- To prepare 2-arachidonoylglycerol by acetal cleavage of cis-arachidonoylbenzylidene glycerol.
- To prepare metal boryl complexes (Rh and Ir complexes) through oxidative addition.
- To remove the trityl group in one of the key steps for the synthesis of (−)-dictyostatin.
신호어
Danger
유해 및 위험 성명서
Hazard Classifications
Flam. Sol. 1 - Skin Corr. 1B - STOT SE 3
표적 기관
Respiratory system
보충제 위험성
Storage Class Code
4.1B - Flammable solid hazardous materials
WGK
WGK 3
Flash Point (°F)
140.0 °F - closed cup
Flash Point (°C)
60 °C - closed cup
개인 보호 장비
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
이미 열람한 고객
The Journal of organic chemistry, 85(16), 10350-10368 (2020-07-17)
In contrast to previously reported borylative heterocyclization methods, a reaction here proceeds without air-free techniques to access synthetically useful borylated thiophenes, benzothiophenes, and isocoumarins. A comparison of stability/decomposition rates in air of several catecholboronic ester (Bcat) compounds derived from different
Synthesis and biological evaluation of (−)-dictyostatin and stereoisomers
Tetrahedron, 63(35), 8537-8562 (2007)
Tetrahedron Letters, 26, 1411-1411 (1985)
Organic letters, 19(6), 1462-1465 (2017-03-08)
We report here a facile B(C6F5)3 catalyzed trans-aminoboration of internal alkynes, furnishing 3-position borylated indoles at ambient temperature. This reaction proceeds with the breaking of a B-N bond and the formation of N-C and B-C bonds to produce indole and
Mild acetal cleavage using B-chlorocatecholborane in the synthesis of rearrangement-sensitive 2-arachidonoylglycerol
Tetrahedron Letters, 53(30), 3825-3827 (2012)
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