7344-34-5

Usage

InChI:InChI=1/C10H10/c1-8-4-2-5-9-6-3-7-10(8)9/h2-5,7H,6H2,1H3

Upstream product

• 74384-55-7 7-methylindan-1-ol 
• 930-30-3 cyclopent-2-enone 
• 2004-70-8 1-methylbuta-1,3-diene 
• 3354-58-3 2-allyl-6-methylphenol 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 6968-35-0 7-hydroxy-indan-1-one 
• 868374-23-6 3-oxo-2,3-dihydro-1H-inden-4-yl trifluoromethanesulfonate 
• 90925-16-9 7-methyl-2,3,3a,4,7,7a-hexahydro-inden-1-one 
• 39627-61-7 7-methyl-1-indanone 

Downstream Products

• 62882-00-2 8-methylisoquinoline 
• 461641-22-5 5-methyl-4-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester 
• 461641-23-6 1-{4-hydroxymethyl-6-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3,6-dihydro-2H-pyridin-1-yl}-7-methyl-indan-2-ol 
• 461641-11-2 5-methyl-4-phenyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester 
• 461641-19-0 (1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol 

Relevant academic research and scientific papers

Ligand Substitution of RuII–Alkylidenes to Ru(bpy)32+: Sequential Olefin Metathesis/Photoredox Catalysis

Ruthenium(II) alkylidene complexes such as the Grubbs’ 1st and 2nd generation catalysts undergo a ligand substitution with 2,2′-bipyridine, which readily leads to the common photoredox catalyst Ru(bpy)32+. The application of this catalyst transformation in sequential olefin metathesis/photoredox catalysis is demonstrated by way of ring-closing metathesis (RCM)/photoredox ATRA reactions.

Synthesis of Selectively Substituted or Deuterated Indenes via Sequential Pd and Ru Catalysis

A strategy for the synthesis of functionalized indenes is presented. The readily available substituted phenols are used as starting materials in the reaction sequence composed of Pd-catalyzed Suzuki coupling and Ru-catalyzed ring-closing metathesis, thus representing a practical method for the controlled construction of functionalized indene derivatives. The methodology has been successfully applied to a broad range of substrates, producing substituted indenes in excellent yields. This approach is also utilized for the synthesis of substituted indenes selectively deuterated in position 3, which are rare in literature.

The design and synthesis of novel IBiox N-heterocyclic carbene ligands derived from substituted amino-indanols

A synthetic route towards a number of novel IBiox N-heterocyclic carbene (NHC) ligands has been developed. The resulting ligands have restricted flexibility and high steric demand. Preliminary studies have shown these ligands to give high levels of asymmetric induction in the copper-free allylic alkylation of cinnamyl bromide.

Asymmetric synthesis of chiral 1,3-diaminopropanols: Bisoxazolidine- catalyzed C-C bond formation with α-keto amides

Three high-yielding steps lead to the formation of chiral 1,3-diaminopropanols from aliphatic and aromatic α-keto amides. In this approach, a nitroaldol reaction, which is catalyzed by Cu(SO2CF 3)2 and the bisoxazolidine ligand L1, is followed by two mild reduction reactions (see scheme). Laborious protection and deprotection steps can be avoided by using this method.

Development of highly stereoselective asymmetric 6π- azaelectrocyclization of conformationally flexible linear 1-azatrienes. From determination of multifunctional chiral amines, 7-alkyl cis-1-amino-2-indanols, to application as a new synthetic strategy: Formal synthesis of 20-epiuleine

The highly stereoselective asymmetric 6π-azaelectrocyclization was achieved as a general synthetic method based on the reaction between the (E)-3-carbonyl-2,4,6-trienal compounds and the (-)-7-alkyl-cis-l-amino-2-indanol derivatives which are effective chiral amines. The 7-alkyl-substituted 2-indanol moiety of the cyclized products was efficiently removed by the novel manganese dioxide oxidation under remarkably mild conditions, and the method was successfully applied to the formal synthesis of optically active 20-epiuleine.

Synthesis of new chiral auxiliaries for 6π-azaelectrocyclization: 4- and 7-alkyl substituted cis-1-amino-2-indanols

The synthesis of new chiral auxiliaries, 7-alkyl substituted cis-1-amino-2-indanol derivatives, was established by the Diels-Alder reaction of 1-substituted dienes with cyclopentenone followed by the asymmetric epoxidation of the resulting indene derivatives and then the Ritter reaction. These bulky cis-aminoindanol derivatives are very effective as chiral auxiliaries and nitrogen sources in the asymmetric 6π-azaelectrocyclization. The corresponding 4-alkyl derivative was also prepared using a similar method.

Process for preparing cyclopentadienyl group-containing silicon compound or cyclopentadienyl group-containing germanium compound

Disclosed is a process for preparing a cyclopentadienyl group-containing silicon compound or a cyclopentadienyl group-containing germanium compound, comprising reacting (i) a lithium, sodium or potassium salt of a cyclopentadiene derivative with (ii) a silicon halide compound or a germanium halide compound in the presence of a cyanide or a thiocyanate. The cyanide or the thiocyanate is preferably a copper salt. According to the process of the invention, a cyclopentadienyl group-containing silicon compound or a cyclopentadienyl group-containing germanium compound, which is very useful for the preparation of a metallocene complex catalyst component, can be prepared in a high yield for a short period of time.

Dehydrocyclization of polysubstituted cyclic organic compounds over copper aluminum borate

A dehydrocyclization process is described for producing polynuclear organic compounds by contacting a starting organic material having at least one ring moiety comprising at least two adjacent ring carbon atoms each bonded to an independently selected monovalent radical comprising at most about eight carbon atoms provided at least one of the monovalent hydrocarbon radicals comprises more than one carbon atom with a crystalline copper aluminum borate catalyst. The preferred catalyst comprises at least one member selected from the group consisting of (a) crystalline copper aluminum borate and (b) zero valent copper on a support comprising at least one member selected from the group consisting of Al4 B2 O9 and the crystalline copper aluminum borate, the zero valent copper on the support being formed by the reduction of the crystalline copper aluminum borate. The process is conducted under conditions sufficient to effect cyclization between (i) a carbon atom of one of the radicals and (ii) a carbon atom of the other radical forming a dehydrocyclization product comprising a polynuclear compound wherein the new ring comprises at least 5 carbon atoms.