2471-69-4Relevant academic research and scientific papers
Rapid Construction of Tetralin, Chromane, and Indane Motifs via Cyclative C-H/C-H Coupling: Four-Step Total Synthesis of (±)-Russujaponol F
Zhuang, Zhe,Herron, Alastair N.,Liu, Shuang,Yu, Jin-Quan
, p. 687 - 692 (2021/01/25)
The development of practical C-H/C-H coupling reactions remains a challenging yet appealing synthetic venture because it circumvents the need to prefunctionalize both coupling partners for the generation of C-C bonds. Herein we report a cyclative C(sp3)-H/C(sp2)-H coupling reaction of free aliphatic acids enabled by a cyclopentane-based mono-N-protected β-amino acid ligand. This reaction uses inexpensive sodium percarbonate (Na2CO3·1.5H2O2) as the sole oxidant and generates water as the only byproduct. A range of biologically important scaffolds, including tetralins, chromanes, and indanes, can be easily prepared by this protocol. Finally, the synthetic application of this methodology is demonstrated by the concise total synthesis of (±)-russujaponol F in a four-step sequence starting from readily available phenylacetic acid and pivalic acid through sequential functionalizations of four C-H bonds.
SUBSTITUTED HYDROXAMIC ACIDS AND USES THEREOF
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Page/Page column 46, (2012/02/01)
This invention provides compounds of formula (I): wherein R1a, R1b, R1c, R2a, R2b, R2c, and R2d have values as described in the specification, useful as inhibitors of HDAC6. The invention also provides pharmaceutical compositions comprising the compounds of the invention and methods of using the compositions in the treatment of proliferative, inflammatory, infectious, neurological or cardiovascular diseases or disorders.
SAR studies of capsazepinoid bronchodilators 3: The thiourea part (coupling region) and the 2-(4-chlorophenyl)ethyl moiety (C-region)
Berglund, Magnus,Dalence-Guzman, Maria F.,Skogvall, Staffan,Sterner, Olov
, p. 2529 - 2540 (2008/09/21)
Certain derivatives and analogues of capsazepine are potent in vitro inhibitors of bronchoconstriction in human small airways. During an investigation of the dependency of the potency on the structural features of the capsazepinoids in the thiourea moiety (coupling region) and the 2-(4-chlorophenyl)ethyl moiety (C-region), it was revealed that capsazepinoids with a thiourea or an amide link between the B-ring and the C-region in general have a good bronchorelaxing activity, while urea is a less attractive choice. Further, it was shown that 1,2,3,4-tetrahydroisoquinolines with a 2-(phenyl)ethyl derivative as the C-region are considerably more potent than those with an octyl group, while 2,3,4,5-tetrahydro-1H-2-benzazepines were found to be more insensitive to the nature of the C-region.
Kappa opioid receptor ligands
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Page/Page column 6, (2008/06/13)
Kappa opioid receptor antagonists are provided that yield significant improvements in functional binding assays to kappa opioid receptors, and the use of these antagonists in treatment of disease states that are ameliorated by binding of the kappa opioid
Total synthesis of BE-23254, a chlorinated angucycline antibiotic
Dey, Satyajit,Mal, Dipakranjan
, p. 5483 - 5486 (2007/10/03)
The first synthesis of BE-23254, an unusual angucycline antibiotic, is reported. It involves regioselective condensation of naphthalenone 4 and chlorine-containing isobenzofuranone 16 as the key step.
1,4-disubstituted piperazines (or homopiperazines) as platelet-activating factor antagonists
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, (2008/06/13)
Novel 1,4-disubstituted piperazine compounds represented by the formula (I): STR1 wherein A is a condensed polycyclic hydrocarbon group; R is a phenyl group substituted with a lower alkoxy group; X is methylene group, carbonyl group or thiocarbonyl group; and m is 2 or 3, and their salts are useful as a platelet activating factor antagonist.
Synthesis and biological activities of 3-aminomethyl-1,2-dihydronaphthalene derivatives
Itoh,Miyake,Tanabe,Hirata,Oka
, p. 2006 - 2015 (2007/10/02)
A series of 3-aminomethyl-1,2-dihydronaphthalene derivatives was prepared from the corresponding 3,4-dihydro-1(2H)-naphthalenone derivatives in three steps, namely the Mannich reaction, reduction of the carbonyl group with sodium borohydride, and dehydrat
STUDIES IN METAL-AMMONIA REDUCTION-5 REDUCTION AND REDUCTIVE METHYLATION OF SOME NAPHTHOIC ACIDS
Murthy, A. Radhakrishna,Sundar, N. Shyama,Rao, G. S. R. Subba
, p. 2831 - 2836 (2007/10/02)
Birch reduction and reductive methylation of some substituted naphthoic acids have been examined.The factors influencing the mechanism of reduction process have been discussed.Some of the reduced naphthoic acids are useful synthons for synthesis.
Vilsmeier Reaction on Some 5- and 7-Methoxy-1-tetralols
Reddy, P. Anantha,Rao, G. S. Krishna
, p. 100 - 103 (2007/10/02)
The structures of the dihydronaphthaldehydes obtained by Vilsmeier reaction on various methoxy-1-tetralols (1a-1f) have been elucidated.In 6-methoxy-1-tetralols (1a and 1b) the potential p-methoxy styrenoid system, latent in these, directs the entry of the formyl group into the non-aromatic ring (as in 2a and 2b).In 7-methoxy-1-teralols (1c-1f) formylation occurs in the vicinal 6-position of the aromatic ring, provided it is sterically accessible (as in 1f).In the presence of blocking substituents formylation takes place in the non-aromatic ring (as in 2c-2e).The dihydronaphthaldehydes have been further appropriately derivatized to afford compounds of additional synthetic value.
