164513-49-9Relevant articles and documents
Regioselectivity in free radical bromination of unsymmetrical dimethylated pyridines
Thapa, Rajesh,Brown, Jordan,Balestri, Thomas,Taylor, Richard T.
, p. 6743 - 6746 (2014)
During a literature review some curious inconsistencies in the free radical bromination of picolines were noted. To achieve a better understanding of the mechanisms and regioselectivity we reran these reactions, extending our work to unsymmetrical lutidin
Reactions of [2-(2-Naphthyl)phenyl]acetylenes and 2-(2-Naphthyl)benzaldehyde O-Phenyloximes: Synthesis of the Angucycline Tetrangulol and 1,10,12-Trimethoxy-8-methylbenzo[c]phenanthridine
Ngwira, Kennedy J.,Rousseau, Amanda L.,Johnson, Myron M.,de Koning, Charles B.
, p. 1479 - 1488 (2017/04/01)
The Suzuki–Miyaura coupling reaction between (1,4,5-trimethoxynaphthalen-2-yl)boronic acid and 2-iodo-3-methoxy-5-methylbenzaldehyde gave the intermediate 3-methoxy-5-methyl-2-(1,4,5-trimethoxynaphthalen-2-yl)benzaldehyde. Conversion of this benzaldehyde
New 2,2′-substituted 4,4′-dimethoxy-6,6′-dimethyl[1, 1′-biphenyls], inducing a strong helical twisting power in liquid crystals
Holzwarth, Richard,Bartsch, Richard,Cherkaoui, Zoubair,Solladie, Guy
, p. 3931 - 3935 (2007/10/03)
Based on the stabilisation of the molecular motion by the chiral residue, novel optically active biphenylic chiral dopants for nematic liquid crystals were developed. This molecular congestion was obtained by introducing mesogenic residues on the 2,2′-positions of the chiral biphenyl; this led to a novel molecular architecture that was found to be efficient. The synthesised optically active biphenyls were characterised with very short cholesteric pitches when used as chiral dopants in nematic liquid crystals. The synthesis of the enatiomerically pure biphenyl dopants and their preliminary physicochemical characterisations are described.
NOVEL THIOPHENE AMIDINES, COMPOSITIONS THEREOF, AND METHODS OF TREATING COMPLEMENT-MEDIATED DISEASES AND CONDITIONS
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Page 259, (2010/02/05)
Disclosed is a method for treating the symptoms of an acute or chronic disorder mediated by the classical pathway of the complement cascade, comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound of Formula (I) or a solvate, hydrate or pharmaceutically acceptable salt thereof; wherein R1, R2, R3, R4 and R7 are defined in the specification, Z is SO or SO2, and Ar is an aromatic or heteroaromatic group as defined herein.
Decagram-Scale Synthesis of the Neocarzinostatin Carboxylic Acid
Goerth, Felix Christian,Rucker, Mark,Eckhardt, Matthias,Brueckner, Reinhard
, p. 2605 - 2612 (2007/10/03)
Neocarzinostatin carboxylic acid (2) was synthesized on a 10-g scale in 9 steps and 43% overall yield from 3,5-dimethylanisol (9) (Schemes 5, 7). The hindered bromoarene 23, reached after 3 steps, underwent a high-temperature Heck coupling with ethyl acry
A New Family of Enantiomerically Pure Smectic C* Liquid Crystals with a Bridged Chiral Biphenyl Core
Solladie, Guy,Hugele, Philippe,Bartsch, Richard
, p. 3895 - 3898 (2007/10/03)
The synthesis of enantiomerically pure bridged biphenyl compounds, (-)-(R)-3,9-bis(4-(dodecyloxy)benzoyloxy)-5,7-dihydro-1,11-dimethyldibenzo[c,e] thiepine, 13, and (-)-(R)-3,9-bis(4-(dodecyloxy)benzoyloxy)-5,7-dihydro-1,11-dimethyldibenzo[c,e]- thiepin d
Practical Synthesis of the Trisubstituted Naphthalene Carboxylic Acid from Neocarzinostatin Chromophore
Rucker, Mark,Brückner, Reinhard
, p. 1187 - 1189 (2007/10/03)
Neocarzinostatin carboxylic acid (5) has been synthesized in 33% overall yield by a nine-step sequence which is operationally easy enough to be carried out by second-year chemistry students. 3,5-dimethylanisole was brominated in the para and in one benzyl
Nuclear versus Side-Chain Bromination of Methyl-Substituted Anisoles by N-Bromosuccinimide
Gruter, Gert-Jan M.,Akkerman, Otto S.,Bickelhaupt, Friedrich
, p. 4473 - 4481 (2007/10/02)
The reactions of methyl-substituted anisoles with N-bromosuccinimide in CCl4 are reported.In the absence of a catalyst and under irradiation, some of these substrates undergo nuclear bromination in competition with the well-known side-chain bromination.With 2-methylanisole and with 2,6-dimethylanisole, nuclear bromination is not observed, whereas with 3,5-dimethylanisole, nuclear bromination at the 4-position is the dominating reaction.Investigation of the reactivity of several other methyl-substituted anisoles revealed the following general trend: methyl-substituted anisoles are attacked at the position para to the methoxy group rather than at the side chain when (at least) two methyl groups are present at positions 3 and 5.When positions 2 and 6 are both occupied, nuclear bromination is retarded; in 2,6-dimethylanisole and 2,3,6-trimethylanisole, only side-chain bromination is observed.In contrast, in 2,3,5,6-tetramethylanisole, the 4-position is sufficiently reactive to be brominated, because the decrease in reactivity by the presence of two methyl groups at positions 2 and 6 is overruled by the two additional methyl groups at positions 3 and 5; as a result, both nuclear and side-chain bromination occur.The observed chemospecificity can be rationalized by a difference in mechanism: the side-chain bromination is radical reaction, while the nuclear bromination is an electrophilic aromatic substitution reaction, which is so far contrary to expectation, as irradiation had been expected to favor radical processes.
