82645-13-4

Upstream product

• 2142-69-0 2-bromophenyl methyl ketone 
• 13047-06-8 o-bromobenzophenone 
• 75-16-1 methylmagnesium bromide 
• 591-51-5 phenyllithium 
• 7154-66-7 2-bromobenzoic acid chloride 
• 71-43-2 benzene 
• 98-86-2 acetophenone 
• 583-53-9 2,3-dibromobenzene 
• 100-58-3 phenylmagnesium bromide 
• 59142-47-1 (2-bromophenyl)phenylmethanol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 917-64-6 methyl magnesium iodide 

Downstream Products

• 24892-82-8 1-bromo-2-(1-phenylpropen-1-yl)benzene 
• 134028-73-2 1-Bromo-2-(1-methoxy-1-phenyl-ethyl)-benzene 
• 82645-16-7 2-(1-Phenyl-cyclopropyl)-benzaldehyde 
• 82645-14-5 1-Bromo-2-(1-phenyl-cyclopropyl)-benzene 
• 82645-15-6 [2-(1-Phenyl-cyclopropyl)-phenyl]-methanol 
• 82645-17-8 [1-[2-(1-Phenyl-cyclopropyl)-phenyl]-meth-(Z)-ylidene]-hydrazine 
• 82645-18-9 1-Diazomethyl-2-(1-phenyl-cyclopropyl)-benzene 
• 82645-20-3 1a-Phenyl-1,1a,6,6a-tetrahydro-cyclopropa[a]indene 
• 134024-23-0 2'-(1-Phenyl-vinyl)-biphenyl-4-ol 
• 115237-85-9 C₂₁H₁₈O₂ 
• 98-86-2 acetophenone 
• 18019-56-2 3-methyl-3-phenylphthalide 

Relevant academic research and scientific papers

Asymmetric Halocyclizations of 2-Vinylbenzyl Alcohols with Chiral FLPs

By the use of a chiral frustrated Lewis pair (FLP) consisting of a chiral-diene-derived borane and tBu3P as the catalyst, an asymmetric halocyclization of 2-vinylbenzyl alcohols with NBS or NIS was successfully realized. A variety of optically active 1,3-dihydroisobenofuran derivatives were obtained in high yields with up to 87% ee and could be conveniently converted to other useful chiral compounds.

Substitution controlled functionalization of ortho -bromobenzylic alcohols via palladium catalysis: Synthesis of chromenes and indenols

An efficient domino Pd-catalyzed transformation of simple ortho-bromobenzyl tertiary alcohols to chromenes is presented. Their formation is believed to proceed via the formation of a five-membered palladacycle, which, in turn, involves in an intermolecular homocoupling with the second ortho- bromobenzyltertiary alcohol to yield the homo-biaryl bond followed by intramolecular C-O bond formation. Interestingly, when there is an allylic substituent on the benzylic carbon atom, a chemoselective switch was observed, which preferred intramolecular Heck coupling and gave indenols. Further, it has been confirmed that the tertiary alcohol functionality is indispensible to give the coupled products, whereas the use of primary/secondary benzylic alcohols furnished the simple carbonyl products via a possible reductive debromination followed by oxidation due to the availability of β-hydrogen(s).

Pd-Catalyzed intramolecular oxyalkynylation of alkenes with hypervalent iodine

(Figure presented) The first example of intramolecular oxyalkynylation of nonactivated alkenes using oxidative Pd chemistry is reported. Both phenol and aromatic or aliphatic acid derivatives could be used under operator-friendly conditions (room temperature, technical solvents, under air). The discovery of the superiority of benzlodoxolone-derlved hypervalent iodine reagent 3d as an alkyne transfer reagent further expands the rapidly increasing utility of hypervalent iodine reagents in catalysis and is expected to have important implications for other similar processes.

Highly enantioselective arylation of aldehydes and ketones using AlArEt2(THF) as aryl sources

A series of AlArEt2(THF) (Ar = Ph (la), 4-MeC6H 4 (1b), 4-MeOC6H 4 (1c), 4-Me 3SiC6H4 (1d), 2-naphthyl (le)) were synthesized from reactions of AlEt2Br(THF) with ArMgBr. In CDC13 solution, the 1H NMR spectra showed that AlArEt2(THF) compounds exist as a mixture of four species of formulas of AlAr xEt3-x (THF) (x = 0, 1, 2, or 3). AlArEt2(THF) compounds were found to be superior and atom-economic reagents for asymmetric aryl additions to organic carbonyls. Aryl additions of AlArEt2(THF) to aldehydes catalyzed by the titanium(IV) complex of (R)-H8-BINOL were efficient with a short reaction time of 1 h, affording aryl addition products as exclusive or main products in high yields and excellent enantioselectivities of up to 98% ee. Although ethyl additions to aldehydes occurred in minor extent, this study demonstrates that increasing the amount of AlArEt2(THF) from 1.2 to 1.4 or to 1.6 equiv significantly improved the aryl addition products of up to >99%. On the other hand, asymmetric arylations of AlArEt2(THF) to ketones employing a titanium(IV) catalyst of (S)-BINOL produced optically active tertiary alcohols exclusively in excellent enantioselectivities of up to 94% ee.

Method of producing an o-disubstituted aromatic compound, and method of producing a monosubstituted-monohaloaromatic compound

A method of producing an o-disubstituted aromatic compound, containing: continuously conducting at least the following steps (a) to (d): (a) a step of mono-lithiating one halogen atom of an o-dihaloaromatic compound, using a first microreactor; (b) a step of making the thus-obtained monolithiated product to react with an electrophilic compound, using a second microreactor, to obtain a monosubstituted-monohaloaromatic compound; (c) a step of lithiating the other halogen atom of the o-dihaloaromatic compound, using a third microreactor; and (d) a step of making the thus-obtained lithiated product successively to react with an electrophilic compound, using a forth microreactor.

Highly asymmetric dihydroxylation of 1-aryl-1'-pyridyl alkenes

The asymmetric dihydroxylation of 1-aryl-1'-pyridyl alkenes afforded the diols in high yield and excellent enantioselectivity. (C) 2000 Published by Elsevier Science Ltd.

INTRAMOLECULAR CYCLIZATION OF 2'-OLEFINIC SIDE-CHAINS ON ANODICALLY OXIDIZED 4-PHENYLPHENOLS. THE EFFECT OF OLEFIN SUBSTITUENTS ON CARBON-CARBON BOND FORMATION

The anodic oxidation of 4-(2'-alkenylphenyl)phenols in acetonitrile/methanol affords spirodienones arising from cyclization of the olefinic side-chain to the 4-position of the phenol and reaction of the resulting benzylic cation with methanol.The efficiency of this carbon-carbon bond-forming reaction is dependent upon the olefinic substituents.

SYNTHESIS AND ELECTROPHILIC REACTIONS OF A CONFORMATIONALLY RIGID CYCLOPROPYLCARBINYL CATION. AN UNUSUAL SYNTHESIS OF SUBSTITUTED BENZAZULENES.

A tropylium-substituted cyclopropane has been prepared which is rigidly held in the "bisected" conformation.Its electrophilic reactions are also investigated.

Substituted 1,3-dihydrospiro(isobenzofuran)s

Novel substituted 1,3-dihydrospiro[isobenzofuran]s and methods of preparing the same are described. These compounds are useful as antidepressants, tranquilizers, analgetic agents and intermediates therefor.