Yuan, Lixia Kachalova, Liudmila Khan, Muhammad E I Ballini, Roberto Petrini, Marino Palmieri, Alessandro
Published in
The Journal of organic chemistry
Herein, we report a new application of β-nitroenones as valuable building blocks for the preparation of polyfunctionalized homoallylic alcohols; they can be used as key precursors of conjugated nitrotriene systems. The synthesis of homoallylic alcohols was performed exploiting the chemoselective addition of metal allylating agents to the ketone moi...
Yang, Gao-Feng Huang, He-Sen Nie, Xiao-Kang Zhang, Shi-Qi Cui, Xin Tang, Zhuo Li, Guang-Xun
Published in
The Journal of organic chemistry
The sulfinamidines as aza analogues of sulfinamides received limited attention from both organic chemists and pharmaceutical chemists. Herein, we present a tandem oxidative/nucleophilic substitution approach for the synthesis of sulfinamidines in high yield (up to 98%). This cascade reaction method is enabled by N-bromosuccinimide (NBS) as an oxida...
Del Giudice, Daniele Valentini, Matteo Sappino, Carla Spatola, Emanuele Murru, Aurora Ercolani, Gianfranco Di Stefano, Stefano
Published in
The Journal of organic chemistry
Temporal control of molecular motions is receiving increasing attention because it is central to the development of molecular switches and motors and nanoscopic materials with life-like properties. Inspired by previous studies, here, we report that acid 12 can be used to temporally control the conformational freedom around the C-C bond connecting t...
Li, Shan Lei, Lu Feng, Bin Liu, Xiaofeng Xian, Liqing Li, Yajun
Published in
The Journal of organic chemistry
A N-iodosuccinimide (NIS)-mediated divergent and efficient tandem reaction between fluorinated propargyl amidines and aromatic o-diamines without any metal catalyst and additive under mild reaction conditions was developed for the synthesis of benzo-fused bisimidazoles in moderate to excellent yields. Preliminary mechanistic studies suggested that ...
Alkubaisi, Bilal O Ravi, Anil Srikanth, Gourishetty Sebastian, Anusha Khanfar, Monther A El-Gamal, Mohammed I Sieburth, Scott McN Shahin, Afnan I Al-Tel, Taleb H
Published in
The Journal of organic chemistry
The development of robust and step-economic strategies to access structurally diverse drug-like compound collections remains a challenge. A distinct structural option that constitutes the core scaffold of many biologically significant molecules is the quinazolinone ring system. Several members of this family of privileged substructures have gained ...
Csókás, Dániel Gupta, Richa Prasad, Pragati K Goh, Kelvin K K Young, Rowan D
Published in
The Journal of organic chemistry
Aluminum has been reported to catalyze halodefluorination reactions, where aliphatic fluorine is substituted with a heavier halogen. Although it is known that stoichiometric aluminum halide can perform this reaction, the role of catalytic aluminum halide and organyl alane reagents is not well understood. We investigate the mechanism of the halodefl...
Rodphon, Warabhorn Jaithum, Kanokwan Linkhum, Sutida Thongsornkleeb, Charnsak Tummatorn, Jumreang Ruchirawat, Somsak
Published in
The Journal of organic chemistry
A cascade oxazole-benzannulation for the synthesis of naphtho[2,3-d]oxazoles has been developed employing ortho-alkynylamidoarylketones as substrates. This procedure provides the advantage of preparing a wide variety of substituents on naphtho[2,3-d]oxazole structures. In addition, o-alkynylamidoarylketones could be prepared from easily accessible ...
Fagnani, Danielle E Zerdan, Raghida Bou Castellano, Ronald K
Published in
The Journal of organic chemistry
Renault, Jacques Bouvry, Christelle Cupif, Jean-François Hurvois, Jean-Pierre
Published in
The Journal of organic chemistry
The syntheses of several alkaloids and nitrogen-containing compounds including N-Boc-coniine (14b), pyrrolizidine (1), δ-coniceine (2), and pyrrolo[1,2a]azepine (3) are described. New C-C bonds in the α position relative to the nitrogen atom were formed by the alkylation of metalated α-aminonitriles 4 and 6a-c with alkyl iodides possessing the requ...
Liu, Hao Gong, Zi-Rong Lin, Meng-Ling Luo, Wen Xu, Yan-Jun Dong, Lin
Published in
The Journal of organic chemistry
Intramolecular C-H activation/C-O coupling, dearomatization, and [4+2] cycloaddition of BINOL units have been well developed in a one-pot approach with maleimide derivatives as the dienophiles. This tandem catalytic system generates a variety of functionalized bridged polycyclic products in a step-economical manner, which greatly enriches the modif...
