462636-88-0

Basic information

• Product Name: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE
• Synonyms: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE;4,4,5,5-tetramethyl-2-(2-phenylcyclohex-1-enyl)-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-(2-phenyl-1-cyclohexen-1-yl)-1,3,2-diox;4,4,5,5-tetramethyl-2-(2-phenylcyclohexen-1-yl)-1,3,2-dioxaborolane
• CAS NO: 462636-88-0
• Molecular Formula: C18H25BO2
• Molecular Weight: 284.2
• Mol File: 462636-88-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE(462636-88-0)
• EPA Substance Registry System: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE(462636-88-0)

Safety Data

• Hazardous Substances Data: 462636-88-0(Hazardous Substances Data)

Usage

Uses

4,4,5,5-Tetramethyl-2-(2-phenyl-1-cyclohexen-1-yl)-1,3,2-dioxaborolane is a reactant in the stereoselective preparation of cyclic boronate derivatives via palladium-catalyzed hydrogenation of alkenylboronates.

Upstream product

• 73183-34-3 bis(pinacol)diborane 
• 137058-15-2 3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl trifluoromethanesulfonate 
• 108-94-1 cyclohexanone 
• 100-59-4 phenylmagnesium chloride 
• 771-98-2 1-Phenylcyclohexene 
• 1444-65-1 (RS)-2-phenylcyclohexanone 

Relevant articles and documents

Oxidation of Nonactivated Anilines to Generate N-Aryl Nitrenoids

A low-temperature, protecting-group-free oxidation of 2-substituted anilines has been developed to generate an electrophilic N-aryl nitrenoid intermediate that can engage in C-NAr bond formation to construct functionalized N-heterocycles. The exposure of 2-substituted anilines to PIFA and trifluoroacetic acid or 10 mol percent Sc(OTf)3 triggers nitrenoid formation, followed by productive and selective C-NAr and C-C bond formation to yield spirocyclic- or bicyclic 3H-indoles or benzazepinones. Our experiments demonstrate the breadth of these oxidative processes, uncover underlying fundamental elements that control selectivity, and demonstrate how the distinct reactivity patterns embedded in N-aryl nitrenoid reactive intermediates can enable access to functionalized 3H-indoles or benzazepinones.

Preparation of alkylmagnesium reagents from alkenes through hydroboration and boron-magnesium exchange

Tolerant: Alkylmagnesium reagents can be synthesized from alkenes through a sequence of hydroboration and subsequent boron-magnesium exchange using a method that tolerates different functional groups (see scheme). The resulting alkylmagnesium reagents can be used in carbon-carbon bond forming reactions, such as alkylation reactions or transition-metal-catalyzed cross-coupling reactions. Copyright