65341-82-4Relevant academic research and scientific papers
cGAS ANTAGONIST COMPOUNDS
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, (2017/11/06)
Disclosed are novel compounds of Formula (I) that are cGAS antagonists, methods of preparation of the compounds, pharmaceutical compositions comprising the compounds, and their use in medical therapy.
An efficient synthesis of 4-isochromanones via Parham-type cyclization with Weinreb amide
Wang, Chaolei,Wu, Zheng,Wang, Jia,Liu, Jie,Yao, Hequan,Lin, Aijun,Xu, Jinyi
, p. 8172 - 8177 (2015/12/30)
The synthesis of 4-isochromanones via Parham-type cyclization with Weinreb amide as the internal electrophilic group, t-BuLi as the lithium reagent was described. The reaction was efficient and could be completed in one minute. The application scope of this new protocol was investigated and the desired products could be obtained in good to excellent yields. Besides, the synthetic potential of this method was further demonstrated by the synthesis of natural product (±)-XJP, which was obtained in six steps with overall yield up to 54%.
Sequential one-pot method for oxy-Michael addition, Heck coupling, and degradation followed by condensation: Facile synthesis of 2-benzoxepin-3(1H)- ones Dedicated to the memory of my teacher Professor P.V. Subba Rao, Department of Chemistry, Andhra University, Visakhapatnam
Reddy, A. Gopi Krishna,Krishna,Satyanarayana
supporting information, p. 10098 - 10107 (2013/11/06)
A sequential one-pot intermolecular oxy-Michael addition, intermolecular Heck coupling, and intramolecular degradation (retro-oxy-Michael addition) followed by condensation method has been developed for the synthesis of interesting 2-benzoxepin-3(1H)-ones. Significantly, the 2-benzoxepin-3(1H)-ones form the core quantum of biologically vital natural products. The initial oxy-Michael addition and Heck coupling steps involve a straight forward construction of C-O and C-C bonds, whereas, the final condensation step follows a novel mechanistic path via intramolecular degradation, double bond isomerization, and intramolecular condensation. Notably, a remarkable solvent effect has been observed in-order to promote the final intramolecular condensation.
An efficient sequential one-pot base mediated C-O and Pd-mediated C-C bond formation: Synthesis of functionalized cinnamates and isochromenes
Gopi Krishna Reddy,Krishna,Satyanarayana
supporting information, p. 5635 - 5640 (2012/10/29)
An efficient sequential one-pot intermolecular oxy-Michael addition and intermolecular Heck coupling for the synthesis of functionalized cinnamates is presented. Bulky tert-butyl acrylate was identified as a more suitable Michael acceptor for initial oxy-Michael addition, as it precludes the formation of undesired cross condensed ester. Most importantly, the present method was further divergently extended to the successful synthesis of isochromenes via a sequential one-pot O-allylation and subsequent intramolecular Heck cyclization.
Total syntheses of plagiochins A and D, macrocyclic bis(bibenzyls), by Pd(0) catalyzed intramolecular Stille-Kelly reaction
Fukuyama, Yoshiyasu,Yaso, Hideyuki,Mori, Takashi,Takahashi, Hironobu,Minami, Hiroyuki,Kodama, Mitsuaki
, p. 259 - 274 (2007/10/03)
Total syntheses of plagiochins A (1) and D (4), the former of which exhibits a significant neurotrophic activity, have been accomplished. The key 16-membered ring closure in 4 has been achieved directly from the dibromoperrottetin derivative (7) by Pd(0)
A facile and regioselective synthesis of donor-substituted 2-(2-halophenyl)acetaldehyde acetals
Wunsch,Nerdinger
, p. 301 - 305 (2007/10/02)
Starting from vanillin (5a) a facile and high yielding procedure for the preparation of the donor substituted (2-bromophenyl)- and (2-iodophenyl)-acetaldehyde acetals 13c and 16c is described. Homologization of O-benzylvanillin to obtain the phenylacetaldehyde acetal 15c succeeds by Wittig reaction with the phosphonium chloride 11 and subsequent addition of methanol. 15c is brominated with pyridinium bromide perbromide in methanol to yield the bromo acetal 13c in 65% yield from vanillin. Iodination of 15c with iodine and iodic acid leads to the iodo acetal 16c.
A New Synthesis of Phthalides by Internal Trapping in Ortho-Lithiated Carbamates Derived from Benzylic Alcohols
Paleo, M. Rita,Lamas, Carlos,Castedo, Luis,Dominguez, Domingo
, p. 2029 - 2033 (2007/10/02)
The addition of t-BuLi to a low-temperature THF solution of o-bromocarbamates 2 leads to ortho-lithiated intermediates 3, in which internal trapping by the electrophile on the side chain then takes place.This novel Parham-type anionic cyclization procedure affords the variously substituted phthalides 5 in high yields and can also be used for the preparation of lactones 8, which are useful for the synthesis of aristocularine alkaloids.
