41303-45-1Relevant academic research and scientific papers
NAPTHOQUINONES, PRO-DRUGS, AND METHODS OF USE THEREOF
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Paragraph 00148, (2017/07/06)
Provided herein are naphthoquinones compounds such as those with a hydrogen bond donating group of the formula (I): wherein: R1, R2, R3, R4, R5, and n are as defined herein. Also provided herein are pharmaceutical composition of the present compounds and methods of treatment using the compounds including their use in the treatment of cancer.
Expeditious approach to pyrrolophenanthridones, phenanthridines, and benzo[ c ]phenanthridines via organocatalytic direct biaryl-coupling promoted by potassium tert -butoxide
De, Subhadip,Mishra, Sourabh,Kakde, Badrinath N.,Dey, Dhananjay,Bisai, Alakesh
, p. 7823 - 7844 (2013/09/12)
A methodology involving a "transition metal-free" intramolecular biaryl-coupling of o-halo-N-arylbenzylamines has been developed in the presence of potassium tert-butoxide and an organic molecule as catalyst. The reaction appears to proceed through KOtBu-promoted intramolecular homolytic aromatic substitution (HAS). Interestingly, this biaryl coupling also works in the presence of potassium tert-butoxide as sole promoter. On extending our approach further, we found that N-acyl 2-bromo-N-arylbenzylamines undergo a one-pot N-deprotection/biaryl coupling followed by oxidation, thus offering an expeditious route to the phenanthridine and benzo[c]phenanthridine skeletons. The strategy has been applied to a concise synthesis of Amaryllidaceae alkaloids viz. oxoassoanine (1b), anhydrolycorinone (1d), 5,6-dihydrobicolorine (2d), trispheridine (2b), and benzo[c]phenanthridines alkaloids dihydronitidine (3b), dihydrochelerythidine (3d), dihydroavicine (3f), nornitidine (3h), and norchelerythrine (3j).
12-N-Methylated 5,6-dihydrobenzo[c]acridine derivatives: A new class of highly selective ligands for c-myc G-quadruplex DNA
Liao, Sheng-Rong,Zhou, Chen-Xi,Wu, Wei-Bin,Ou, Tian-Miao,Tan, Jia-Heng,Li, Ding,Gu, Lian-Quan,Huang, Zhi-Shu
, p. 52 - 63 (2012/08/08)
12-N-Methylated and non-methylated 5,6-dihydrobenzo[c]acridine derivatives were designed and synthesized as new series of c-myc G-quadruplex binding ligands. Their interactions with c-myc G-quadruplex were evaluated using fluorescence resonance energy tra
Synthesis of 1-tetralone derivatives using a Stille cross coupling/friedel crafts acylation sequence
Vercouillie, Johnny,Abarbri, Mohamed,Parrain, Jean-Luc,Duchene, Alain,Thibonnet, Jerome
, p. 3751 - 3762 (2007/10/03)
An efficient method of synthesis of 1-tetralones has been achieved featuring a Stille cross-coupling reaction as the key step.
Aminomethylcarboxylic acid derivatives
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, (2008/06/13)
The present invention relates to aminomethylcarboxylic acid derivatives general formula (I), wherein Z is (CH2)n, O, S, SO, SO2or N—R5; n is 0, 1 or 2; X represents 1-3 substituents independently selected from hydrogen, halogen, (C1-6)alkyloxy, (C3-6)cycloalkyloxy, (C6-12)aryloxy, (C6-12)aryl, thienyl, SR6, SOR6, SO2R6, NR6R6, NHR6, NH2, NHCOR6, NSO2R6, CN, COOR6and (C1-4)alkyl, optionally substituted with halogen, (C6-12)aryl, (C1-6)alkyloxy or (C6-12)aryloxy; or 2 substituents at adjacent positions together represent a fused (C5-6)aryl group, a fused (C5-6)cycloalkyl ring or O—(CH2)m—O; m is 1 or 2; Y represents 1-3 substituents independently selected from hydrogen, halogen, (C1-4)alkyloxy, SR6, NR6R6and (C1-4)alkyl, optionally substituted with halogen; R1is COOR7or CONR8R9; R2and R6are (C1-4)alkyl; R3, R4and R5are independently hydrogen or (C1-4)alkyl; R7, R8and R9are independently hydrogen, (C1-4)alkyl, (C6-12)aryl or arylalkyl; or a pharmaceutically acceptable salt thereof. The invention also relates to pharmaceutical compositions comprising said derivatives, as well as to the use of these aminomethylcarboxylic acid derivatives in therapy, more specifically for the treatment of CNS disorders.
Synthesis of arnottin I through a palladium-mediated aryl-aryl coupling reaction
Harayama, Takashi,Yasuda, Hirotake,Akiyama, Toshihiko,Takeuchi, Yasuo,Abe, Hitoshi
, p. 861 - 864 (2007/10/03)
6H-Dibenzo[b,d]pyran-6-one, 6H-benzo[d]naphtho[1,2-b]pyran-6-one, and their derivatives were prepared via the palladium mediated aryl-aryl coupling reaction of aryl ortho-halobenzoate. The short step synthesis of arnottin I (1) was achieved by this method.
A convenient procedure for the synthesis of 1-tetralone dertivatives using a Suzuki coupling-Friedel-Crafts acylation sequence
Esteban, Gemma,Lopez-Sanchez, Miguel A.,Martinez, Ma. Eugenia,Plumet, Joaquin
, p. 197 - 212 (2007/10/03)
The reported 1-tetralone derivatives have been synthesized from arylbromides using as keys steps a Suzuki coupling followed by intramolecular Friedel-Crafts acylation.
Tributylstannyl 4-tributylstannylbut-3-enoate: A useful C-4 homologating agent. Application to the synthesis of aryl iodolactones
Thibonnet, Jerome,Abarbri, Mohamed,Parrain, Jean-Luc,Duchene, Alain
, p. 7507 - 7510 (2007/10/03)
Tributylstannyl 4-tributylstannylbut-3-enoate, readily prepared by radical hydrostannation, is used for the transfer of a but-3-enoic acid synthon. Some of the potentialities of this synthon are established by the synthesis of aryl iodolactones or tetralones (one of them is a key intemediate for ABT-200 synthesis).
1,3-Benzodithiolium Cation Mediated Cyclization Reactions
Rigby, James H.,Kotnis, Atul,Kramer, James
, p. 5078 - 5088 (2007/10/02)
General protocols for the construction of various ring systems employing cation olefin cyclizations initiated by the readily accessible 1,3-benzodithiolium ion are described.Several substituted tetralones and tetralins can be rapidly assembled by this methodology as can a variety of substituted bicyclooctane and tricyclic ring systems.The products of these transformations are amenable to interconversion into a range of functionalized species.
