Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Iron-catalyzed tetrasubstituted alkene formation from alkynes and sodium sulfinates

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6076-6079
DOI: 10.1039/C4OB00816B, CommunicationSaiwen Liu, Lichang Tang, Hui Chen, Feng Zhao, Guo-Jun Deng
An iron-catalyzed sulfenylation and arylation of alkynes with aryl sulfinic acid sodium salts is described.
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Synthetic and mechanistic aspects of the regioselective base-mediated reaction of perfluoroalkyl- and perfluoroarylsilanes with heterocyclic N-oxides

31 July, 2014 - 11:54

Org. Biomol. Chem., 2014, 12,6190-6199
DOI: 10.1039/C4OB01088D, PaperDavid E. Stephens, Gabriel Chavez, Martin Valdes, Monica Dovalina, Hadi D. Arman, Oleg V. Larionov
Novel and efficient method of direct perfluoroalkylation of azine N-oxides has been developed and interesting mechanistic details have been provided.
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Balanced [small pi]-[small pi] interactions directing the self-assembly of indolocarbazole-based low molecular mass organogelators

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6134-6144
DOI: 10.1039/C4OB00873A, PaperPeng Gong, Pengchong Xue, Chong Qian, Zhenqi Zhang, Ran Lu
New indolocarbazole-based organogelators emitting strong blue light have been synthesized.
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Palladium catalyzed synthesis and physical properties of indolo[2,3-b]quinoxalines

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6151-6166
DOI: 10.1039/C4OB00841C, PaperTran Quang Hung, Do Huy Hoang, Ngo Ngoc Thang, Tuan Thanh Dang, Khurshid Ayub, Alexander Villinger, Aleksej Friedrich, Stefan Lochbrunner, Gerd-Uwe Flechsig, Peter Langer
A series of indolo[2,3-b]quinoxaline derivatives were efficiently synthesized from 2,3-dibromoquinoxaline by two pathways.
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Reactivity in the nucleophilic aromatic substitution reactions of pyridinium ions

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6175-6180
DOI: 10.1039/C4OB00946K, PaperJeannette T. Bowler, Freeman M. Wong, Scott Gronert, James R. Keeffe, Weiming Wu
The nucleophilic aromatic substitution reactions of piperidine with N-methylpyridinium ions in methanol occur via rate determining preassociation of a second piperidine molecule with the addition intermediate followed by barrier-free deprotonation. Loss of leaving group is concurrent with deprotonation for Cl, Br, and I (E2), but subsequent to deprotonation, although rapid, for CN and F (E1cBIRR).
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Synthesis, and the antioxidant, neuroprotective and P-glycoprotein induction activity of 4-arylquinoline-2-carboxylates

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6267-6277
DOI: 10.1039/C4OB00488D, PaperJaideep B. Bharate, Abubakar Wani, Sadhana Sharma, Shahi Imam Reja, Manoj Kumar, Ram A. Vishwakarma, Ajay Kumar, Sandip B. Bharate
An efficient synthesis of 4-arylquinoline-2-carboxylates and their antioxidant, neuroprotective and P-glycoprotein induction activity have been described.
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6-Azido hyacinthacine A2 gives a straightforward access to the first multivalent pyrrolizidine architectures

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6250-6266
DOI: 10.1039/C4OB01117A, PaperGiampiero D'Adamio, Camilla Parmeggiani, Andrea Goti, Antonio J. Moreno-Vargas, Elena Moreno-Clavijo, Inmaculada Robina, Francesca Cardona
The synthesis of the first multivalent pyrrolizidine iminosugars is reported, with up to 9 bioactive molecules on the same scaffold.
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Design and synthesis of (S)- and (R)-[small alpha]-(phenyl)ethylamine-derived NH-type ligands and their application for the chemical resolution of [small alpha]-amino acids

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6239-6249
DOI: 10.1039/C4OB00669K, PaperRyosuke Takeda, Akie Kawamura, Aki Kawashima, Hiroki Moriwaki, Tatsunori Sato, Jose Luis Acena, Vadim A. Soloshonok
A chiral ligand reacts with racemic amino acids to produce easily separable Ni(II) complexes which can be disassembled to afford both enantiomers of target amino acids.
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Copper(I)-induced amplification of a [2]catenane in a virtual dynamic library of macrocyclic alkenes

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6167-6174
DOI: 10.1039/C4OB01009D, PaperJose Augusto Berrocal, Marko M. L. Nieuwenhuizen, Luigi Mandolini, E. W. Meijer, Stefano Di Stefano
The interlocked virtual component 1 of a well-behaved dynamic library of cyclic olefins is resuscitated by means of the template effect.
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Highly enantioselective synthesis of bisoxindoles with two vicinal quaternary stereocenters via Lewis base mediated addition of oxindoles to isatin-derived ketimines

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6085-6088
DOI: 10.1039/C4OB01039F, CommunicationZhongkai Tang, Yan Shi, Haibin Mao, Xuebin Zhu, Weipeng Li, Yixiang Cheng, Wen-Hua Zheng, Chengjian Zhu
A highly efficient method provides access to the bisoxindole structure moiety with two vicinal quaternary stereogenic centers (>99 : 1 dr, >99% ee).
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Fluorous chiral bisoxazolines: application in copper-catalyzed asymmetric [small alpha]-hydrophosphonylation

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5843-5846
DOI: 10.1039/C4OB01144A, CommunicationTao Deng, Hongjun Wang, Chun Cai
A copper-catalyzed asymmetric [small alpha]-hydrophosphonylation of isatins with a novel fluorous bis(oxazoline) as a ligand is presented.
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A cascade alkylarylation reaction of 2-isocyanobiphenyls with simple alkanes for 6-alkyl phenanthridines via dual C(sp3)-H/C(sp2)-H functionalizations

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5839-5842
DOI: 10.1039/C4OB01256A, CommunicationZhi-Qiang Zhu, Tian-Tian Wang, Peng Bai, Zhi-Zhen Huang
A cascade alkylarylation reaction of 2-isocyanobiphenyls with simple alkanes for 6-alkyl phenanthridines has been developed through dual C(sp3)-H/C(sp2)-H functionalizations.
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Syntheses and characterization of liposome-incorporated adamantyl aminoguanidines

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,6005-6013
DOI: 10.1039/C4OB00592A, PaperMarina Sekutor, Adela Stimac, Kata Mlinaric-Majerski, Ruza Frkanec
A series of mono and bis-aminoguanidinium adamantane derivatives has been synthesized and incorporated into liposomes.
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Studies on copper(I)-catalyzed highly regio- and stereo-selective hydroboration of alkynamides

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5945-5953
DOI: 10.1039/C4OB00979G, PaperGuangke He, Shan Chen, Qiang Wang, Hai Huang, Qijun Zhang, Dongming Zhang, Rong Zhang, Hongjun Zhu
The regio-selectivity of the Cu(I)-catalyzed hydroboration of N-(1-alkynyl)amides is unexpectedly opposite to that in the carbometallation reaction of alkynamides.
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Solid-phase synthesis of peptoid-like oligomers containing diverse diketopiperazine units

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5831-5834
DOI: 10.1039/C4OB00829D, CommunicationSujit Suwal, Thomas Kodadek
An efficient protocol for the solid-phase synthesis of diverse diketopiperazines is reported.
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Mutation of Thermoanaerobacter ethanolicus secondary alcohol dehydrogenase at Trp-110 affects stereoselectivity of aromatic ketone reduction

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5905-5910
DOI: 10.1039/C4OB00794H, PaperJay M. Patel, Musa M. Musa, Luis Rodriguez, Dewey A. Sutton, Vladimir V. Popik, Robert S. Phillips
Secondary alcohol dehydrogenase from Thermoanaerobacter ethanolicus was mutated at Trp-110, and mutant enzymes with high activity and high stereoselectivity for aromatic ketone reduction were identified.
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Breaking the dichotomy of reactivity vs. chemoselectivity in catalytic SN1 reactions of alcohols

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5990-5994
DOI: 10.1039/C4OB01265H, PaperMalik Hellal, Florian C. Falk, Elena Wolf, Marian Dryzhakov, Joseph Moran
B(C6F5)3 possesses a different reactivity/chemoselectivity profile than traditional Lewis and Bronsted acids and is effective at enabling catalytic SN1 reactions of alcohols in the presence of acid sensitive groups without compromising reaction rates, substrate scope or catalyst loadings.
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Enantioselective palladium catalyzed conjugate additions of ortho-substituted arylboronic acids to [small beta],[small beta]-disubstituted cyclic enones: total synthesis of herbertenediol, enokipodin A and enokipodin B

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5883-5890
DOI: 10.1039/C4OB01085J, PaperJeffrey Buter, Renee Moezelaar, Adriaan J. Minnaard
Palladium catalyzed asymmetric conjugate addition of ortho-substituted arylboronic acids to cyclic enones and its application in natural product synthesis.
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Design, synthesis and biological evaluation of hydrogen sulfide releasing derivatives of 3-n-butylphthalide as potential antiplatelet and antithrombotic agents

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5995-6004
DOI: 10.1039/C4OB00830H, PaperXiaoli Wang, Linna Wang, Xiao Sheng, Zhangjian Huang, Tingting Li, Ming Zhang, Jinyi Xu, Hui Ji, Jian Yin, Yihua Zhang
Compound 8e protected against the collagen and adrenaline induced thrombosis in mice, and exhibited greater antithrombotic activity than NBP and aspirin in rats.
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C 3-Symmetric chiral trisimidazoline-catalyzed Friedel-Crafts (FC)-type reaction

29 July, 2014 - 11:17

Org. Biomol. Chem., 2014, 12,5827-5830
DOI: 10.1039/C4OB00925H, CommunicationShinobu Takizawa, Shuichi Hirata, Kenichi Murai, Hiromichi Fujioka, Hiroaki Sasai
The first imidazoline-catalyzed enantioselective Friedel-Crafts (FC)-type reaction was established using C3-symmetric chiral trisimidazolines.
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