63340-01-2

Usage

InChI:InChI=1/C11H14O/c1-11(7-8-11)9-3-5-10(12-2)6-4-9/h3-6H,7-8H2,1-2H3

Upstream product

• 52178-73-1 1-(2,2-dibromo-1-methylcyclopropyl)-4-methoxybenzene 
• 1712-69-2 1-isopropenyl-4-methoxybenzene 
• 75-09-2 dichloromethane 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 74387-09-0 4-(1-Methyl-cyclopropyl)-2-nitro-phenol 
• 74387-02-3 1-Methoxy-4-(1-methyl-cyclopropyl)-2-nitro-benzene 
• 18272-83-8 1-methoxy-4-(1-methyl-2-propenyl)benzene 

Relevant academic research and scientific papers

Mild Ring-Opening 1,3-Hydroborations of Non-Activated Cyclopropanes

The Brown hydroboration reaction, first reported in 1957, is the addition of B?H across an olefin in an anti-Markovnikov fashion. Here, we solved a long-standing problem on mild 1,3-hydroborations of non-activated cyclopropanes. A three-component system including cyclopropanes, boron halides, and hydrosilanes has been developed for borylative ring-opening of cyclopropanes following the anti-Markovnikov rule, under mild reaction conditions. Density functional theory (M06-2X) calculations show that the preferred pathway involves a cationic boron intermediate which is quenched by hydride transfer from the silane.

B(C6F5)3-Catalyzed Ring Opening and Isomerization of Unactivated Cyclopropanes

Catalytic amounts of B(C6F5)3 promote the ring opening and subsequent isomerization of a series of unactivated cyclopropanes to afford terminal olefins in good yields when a hydrosilane and 2,6-dibromopyridine are employed as additives.

Reductive Cyclopropanations Catalyzed by Dinuclear Nickel Complexes

Dinuclear Ni complexes supported by naphthyridine-diimine (NDI) ligands catalyze the reductive cyclopropanation of alkenes with CH2Cl2 as the methylene source. The use of mild terminal reductants (Zn or Et2Zn) confers significant functional-group tolerance, and the catalyst accommodates structurally and electronically diverse alkenes. Mononickel catalysts bearing related N chelates afford comparatively low cyclopropane yields (≤20 %). These results constitute an entry into catalytic carbene transformations from oxidized methylene precursors.

EFFECT OF THE NATURE OF SUBSTITUENTS IN THE THREE-CARBON RING ON THE DEMETHYLATION OF p-CYCLOPROPYLANISOLES DURING NITRATION

The behavior of a series of p-cyclopropylanisoles substituted in the small ring was investigated under conditions favoring their demethylation during nitration.It was shown that the yields of the nitrophenols which form depend on the nature and on the pos