55673-53-5

Upstream product

• 10487-71-5 crotonyl chloride 
• 108-95-2 phenol 
• 46117-36-6 but-3-enoic acid phenyl ester 
• 3724-65-0 2-butenoic acid 
• 625-35-4 trans-chrotonyl chloride 
• 201230-82-2 carbon monoxide 
• 107-05-1 3-chloroprop-1-ene 
• 95-56-7 2-hydroxybromobenzene 
• 4346-18-3 phenyl butanoate 
• 107-93-7 (E)-but-2-enoic acid 

Downstream Products

• 1296207-45-8 phenyl (R,R)-3-[N-phenyl-N-(α-methylbenzyl)amino]butanoate 

Relevant academic research and scientific papers

Development of unique dianionic Ir(III) CCC pincer complexes with a favourable spirocyclic NHC framework

A new type of dianionic Ir(III) CCC pincer complexes (SNHC-Ir, 1a-1c) is successfully designed and synthesized by developing a one-step methodology, which involves an initial coordination of Ir(I) with the NHC and subsequent metallation of double sp2C- H bonds. This method is considerably useful over those reported by using strong coordination ligand or carbonic anion exchange, and would provide an alternative efficient template of organometallics synthesis. Experimental and density functional theory (DFT) calculation results indicate that the spirocyclic framework is a favourable factor for the facile formation and stabilization of these complexes. Primary investigation shows that chloride 1b can well catalyze homo and hetero addition of styrene derivatives and remote olefin isomerization, which represents the first catalytic application of the dianionic CCC pincer complexes.

Method of coupling, and the coupling method using the aromatic group-substituted heterocyclic compound

Provided is an easy method (coupling method) capable of easily synthesizing a compound group in which aromatic molecules and aromatic molecules are coupled, a compound group in which aromatic molecules and alkene molecules are coupled, and the like without producing halogen waste and without the need to use scarce and expensive palladium. A compound (A) shown by general formula (A): Ar-H and a compound (B1) shown by general formula (B1): RaOCO-Ar', a compound (B2) shown by general formula (B2): RbCH=C(Ar")2, or a compound (B3) shown by general formula (B3): RcOCOCH=C(Ar")2 are reacted in the presence of a nickel compound.

C-H alkenylation of azoles with enols and esters by nickel catalysis

Rather u(Ni)que: Two new C-H alkenylation reactions, that is C-H/Ci￡O alkenylation and decarbonylative C-H alkenylation, of azoles are uniquely catalyzed by Ni/dcype. These azole alkenylation reactions are successfully applied to the convergent formal synthesis of siphonazoleB.

Dinuclear zinc catalyzed asymmetric spirannulation reaction: An umpolung strategy for formation of α-alkylated-α-hydroxyoxindoles

A highly diastereo- and enantioselective formal [3 + 2] cycloaddition of α,β-unsaturated esters and 3-hydroxyoxindoles catalyzed by a dinuclear zinc-ProPhenol complex is reported. The stereoselective Michael additions of 3-hydroxyoxindoles and the subsequent transesterifications afford spirocyclic δ-lactones.

One-pot ester synthesis from allyl and benzyl halides and alcohols by palladium-catalyzed carbonylation

A mild and efficient one-pot synthesis of esters based on the Pd-catalyzed alkoxy- and aryloxycarbonylation of allylic and benzylic halides is described. The methodology has been applied to primary, secondary, and tertiary alcohols as well as to phenol derivatives. The O-protection of some biologically relevant molecules is also reported. Georg Thieme Verlag Stuttgart New York.

Gold-catalyzed intramolecular hydroarylation of olefins. Scope evaluation and preliminary mechanistic studies

We report a gold-catalyzed intramolecular hydroarylation of unactivated olefins using a combination of AuCl3/AgOTf as the catalytic system affording dihydrobenzopyrans, tetralins and tetrahydroquinolines in good yields. For our preliminary mechanistic studies, we have investigated the kinetic isotope effects with deuterated arene compounds and found that this catalytic hydroarylation is consistent with an electrophilic aromatic substitution process.

Conjugate addition of lithium N -phenyl- N -(α-methylbenzyl)amide: Application to the asymmetric synthesis of (R)-(-)-angustureine

The conjugate addition of lithium (R)-N-phenyl-N-(α-methylbenzyl) amide to a range of α,β-unsaturated 4-methoxyphenyl esters proceeds with excellent levels of diastereoselectivity to give the corresponding β-amino esters in good yield and as single diaste

Regiospecific phenyl esterification to some organic acids catalyzed by combined Lewis acids

A new and efficient method for the preparation of various phenyl esters has been achieved by a simple reaction of an acid with phenol in the presence of anhyd. ZnCl2 and a catalytic amount of AlCl3. This combined Lewis acid also catalyzes the selective phenyl esterification to different dioic acids and is very simple and high yielding. Copyright Taylor & Francis Group, LLC.

One-pot dehydrogenation of carboxylic acid derivatives to α,β-unsaturated carbonyl compounds under mild conditions

Carboxylic acid derivatives such as N-acyl-2-oxazolidones, δ-lactones, and δ-lactams were smoothly dehydrogenated to the corresponding α,β-unsaturated carbonyl compounds in one-pot manner at -78°C just by treating their lithium enolates with N-tert- butyl

Bu3SnH mediated oxidative radical cyclisations: Synthesis of 6H-benzo[c]chromen-6-ones

Attempts to synthesise 6H-benzo[c]chromen-6-ones by Bu3SnH mediated cyclisation of o-(benzoyl)aryl radicals failed because of the preferred trans conformation of the ester. This problem was overcome by using cyclisation of o-(benzyloxy)aryl and o-[(aryloxy)methyl]aryl radicals to yield 6H-benzo[c]chromenes followed by oxidation to the 6H-benzo[c]chromen-6-ones. 3-Methoxy-6H-benzo[c]chromen-6-one 1, one of the main biologically active constituents of shilajit, a herbal medicine used in countries surrounding the Himalayan mountains, was synthesised using Bu3SnH mediated cyclisation of 1-benzyloxy-2,4-dibromo-5-methoxybenzene 31 to yield 3-methoxy-6H-benzo[c]chromene 25 followed by PCC oxidation of the 6-position. In order to avoid the problems of rearrangement, the aryl radical cyclisation must be designed such that whichever way the spirodienyl intermediate rearranges, the same product is obtained. For instance, the Bu3SnH mediated cyclisation of 1-iodo- and 1-bromo-2-(3-methoxy-phenyloxymethyl)benzenes 22 and 23 respectively gave both the isomers, 1-methoxy-6H-benzo[c]chromenes 24 and 3-methoxy-6H-benzo[c]chromenes 25 via rearrangement of the intermediate spirodienyl radical. The synthesised 6H-benzo[c]chromenes were oxidised in high yield to the corresponding 6H-benzo[c]chromen-6-ones. The mechanism of the 'oxidative' Bu3SnH mediated cyclisation is discussed.