Org. and Biomol. Chem.

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Iron-catalyzed transfer hydrogenation of imines assisted by an iron-based Lewis acid

18 November, 2015 - 07:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02119G, CommunicationHui-Jie Pan, Teng Wei Ng, Yu Zhao
An iron-catalyzed transfer hydrogenation of N-aryl and N-alkyl imines using isopropanol as the hydrogen donor is reported for the first time.
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Continuous-flow thermolysis for the preparation of vinylglycine derivatives

18 November, 2015 - 07:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02036K, CommunicationNicolas Lamborelle, Justine F. Simon, Andre Luxen, Jean-Christophe M. Monbaliu
The continuous-flow thermolysis of methionine sulfoxide derivatives in superheated toluene enabled the convenient, high-yielding and selective production of vinylglycine derivatives.
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Radical fluorination powered expedient synthesis of 3-fluorobicyclo[1.1.1]pentan-1-amine

18 November, 2015 - 07:17

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02066B, CommunicationYi Ling Goh, Vikrant A. Adsool
This work describes an expedient synthesis of a potentially useful BCP derivative, 3-fluorobicyclo[1.1.1]pentan-1-amine, by employing a contemporary radical fluorination method.
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Highly selective, sensitive and fluorescent sensing of dimeric G-quadruplexes by a dimeric berberine

18 November, 2015 - 07:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01723H, PaperChun-Qiong Zhou, Jian-Wei Yang, Cheng Dong, Yong-Min Wang, Bin Sun, Jin-Xiang Chen, Ya-Shi Xu, Wen-Hua Chen
This paper describes the highly selective, sensitive and topology-specific fluorescent sensing of dimeric G-quadruplexes by a polyether-tethered dimeric berberine 1. Compound 1 displays high selectivity for dimeric G-quadruplexes over monomeric...
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Design and synthesis of simple, yet potent and selective non-ring-A pyripyropene A-based inhibitors of acyl-coenzyme A: cholesterol acyltransferase 2 (ACAT2)

18 November, 2015 - 07:17
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02019K, PaperYang Zhan, Xiaowei Zhang, Ying Xiong, Boliang Li, FJ Nan
A series of pyripyropene A-based compounds were designed and synthesized by opening the upper section of A-ring, which significantly simplifies the structure and synthesis from commercially available starting materials. Representative...
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2-Aroylquinoline-5,8-diones as Potent Anticancer Agents Displaying Tubulin and Heat Shock Protein 90 (HSP90) Inhibition

16 November, 2015 - 06:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02100F, PaperKunul Nepali, Sunil Kumar, Hsiang-Ling Huang, Fei-Chiao Kuo, Cheng-Hsin Lee, Ching-Chuan Kuo, Teng-Kuang Yeh, Yu-Hsuan Li, Jang-Yang Chang, Jing-Ping Liou, Hsueh-Yun Lee
This study reports the synthesis of a series of 2-aroylquinoline-5,8-diones (11-23) on the basis of scaffold hopping. The presence of a methoxy group at C6 assists the highly regioselective incorporation...
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Copper-catalyzed electrophilic amination using N-methoxyamines

16 November, 2015 - 06:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB02167G, CommunicationYutaro Fukami, Takamasa Wada, Tatsuhiko Meguro, Noritaka Chida, Takaaki Sato
Copper-catalyzed electrophilic amination using functionalized N-methoxyamines, prepared by nucleophilic addition to N-methoxyamides, is reported.
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Efficient, Versatile and Practical Palladium-Catalyzed Highly Regioselective ortho-Halogenation of Azoxybenzenes

16 November, 2015 - 06:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02153G, PaperMeng Sun, Xiangxiang Chen, Liang Zhang, Wei Sun, Zhe Wang, Peiyu Guo, Ya-Min Li, Xiao-Juan Yang
A highly efficient and practical strategy of regio-selective ortho-halogenation (I, Br, Cl) of azoxybenzenes with NXS in the presence of palladium catalysts has been developed in good to excellent yields....
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DBU-Mediated metal-free oxidative cyanation of a-amino carbonyl compounds: using molecular oxygen as the oxidant

16 November, 2015 - 06:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01690H, PaperYu-long Zhao, Lei Li, Qian Wang, Pei Liu, Hua Meng, Xing-Lan Kan, Qun Liu
A novel DBU-mediated oxidative cyanation of a-amino carbonyl compounds by using air as the sole oxidant was developed under mild metal-free conditions for the first time. The reaction involves a...
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A Protocol for Amide Bond Formation with Electron Deficient Amines and Sterically Hindered Substrates

16 November, 2015 - 06:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02129D, CommunicationMaria E. Due-Hansen, Sunil Pandey, Elisabeth Christiansen, Rikke Andersen, Steffen V. F. Hansen, Trond Ulven
A protocol for amide coupling by in situ formation of acyl fluorides and reaction with amines at elevated temperature has been developed and found to be efficient for coupling of...
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Determination of Rate Constants for Trifluoromethyl Radical Addition to Various Alkenes via a Practical Method

16 November, 2015 - 06:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02210J, PaperMarcel Hartmann, Yi Li, Armido STUDER
A simple and practical method for the determination of rate constants for trifluoromethyl radical addition to various alkenes by applying competition kinetics is introduced. In the kinetic experiments the trifluoromethyl...
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Isopropylmagnesium Chloride-promoted Unilateral Addition of Grignards to [small beta]-Diketones: One-pot Syntheses of [small beta]-Tertiary Alcohol Ketones or 3-Substituted Cyclic-2-Enones

16 November, 2015 - 06:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02072G, PaperRui Yuan, Dan Zhao, Li-Yuan Zhang, Xiang Pan, Yan Yang, Pei Wang, Hong-Feng Li, Chao-Shan Da
The regioselective unilateral additions of Grignards to acyclic or cyclic [small beta]-diketones were effectively promoted by sub-stoichiometric amount of i-PrMgCl to afford [small beta]-tertiary alcohol ketones or 3-substituted cyclic-2-enones respectively. Also addition...
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Fluorine in fragrances: Exploring the difluoromethylene (CF2) group as a conformational constraint in macrocyclic musk lactones

16 November, 2015 - 06:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02023A, PaperMichael J Corr, Rodrigo A Cormanich, Cortney N von Hahmann, Michael Buehl, David Bradford Cordes, Alexandra Slawin, David O'Hagan
The CF2 group is incorporated into specific positions within the lactone ring of the natural musk lactone, (12R)-(+)-12-methyl-13-tridecanolide, a constituent of Angelica root oil, Angelica archangelica L. The approach is...
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Synthesis and biological evaluation of analogs of AAL(S) for use as ceramide synthase 1 inhibitors

16 November, 2015 - 06:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB01931A, CommunicationHamish D. Toop, Anthony S. Don, Jonathan C. Morris
This work has led to the identification of a selective CerS1 inhibitor that is non-cytotoxic.
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On the association of neutral and cationic tris(tetrathiafulvaleno)dodecadehydro[18]annulenes

16 November, 2015 - 06:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB02087E, CommunicationChristian Richard Parker, Kasper Lincke, Mikkel A. Christensen, Karol Luspai, P. Rapta, Thomas J Sorensen, Thorbjorn J. Morsing, Lin Du, Henrik Kjaergaard, Ole Hammerich, Francois Diederich, Mogens Brondsted Nielsen
Here, we report the first X-ray crystal structure of a tetrathiafulvalene-fused dehydroannulene with peripheral ethylthio substituents. In addition, we have subjected this compound to electrochemical and UV-Vis-NIR/ESR spectroelectrochemical studies to...
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NMR analysis of the binding mode of two fungal endo [small beta]-1,4-mannanases from GH5 and GH26 families

16 November, 2015 - 06:54
Org. Biomol. Chem., 2015, Accepted Manuscript
DOI: 10.1039/C5OB01851J, PaperRoberta Marchetti, Jean-Guy Berrin, Marie Couturier, Shah Ali Ul Qader, Antonio Molinaro, Alba Silipo
The enzymatic digestion of the main components of lignocellulosic biomass, including plant cell wall mannans, constitutes a fundamental step in the renewable biofuel production, with great potential benefit in the...
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Enantioselective oxidative boron Heck reactions

16 November, 2015 - 06:54

Org. Biomol. Chem., 2016, Advance Article
DOI: 10.1039/C5OB01984B, Review ArticleOpen Access Open Access Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.A.-L. Lee
This review highlights the use of the oxidative boron Heck reaction in enantioselective Heck-type couplings.
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Iodine-catalyzed expeditious synthesis of sulfonamides from sulfonyl hydrazides and amines

16 November, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB02075A, PaperSirilata Yotphan, Ladawan Sumunnee, Danupat Beukeaw, Chonchanok Buathongjan, Vichai Reutrakul
A new synthesis of sulfonamides via an iodine-catalyzed sulfonylation of amines with arylsulfonyl hydrazides at room temperature is reported.
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One pot oxidative N-S bond formation to access 2-sulfenylimine chromenes

16 November, 2015 - 06:54

Org. Biomol. Chem., 2015, Advance Article
DOI: 10.1039/C5OB01790D, PaperAshok Kale, Madhu Chennapuram, Chiranjeevi Bingi, Jagadeesh Babu Nanubolu, Krishnaiah Atmakur
Synthesis of 2-sulfenylimine chromene compounds is accomplished in a one-pot, catalyst-free, five-component reaction in toluene. When aniline was employed as nucleophile formation of hexahydrobenzofuran-2-N-phenyl carboxamide was observed. Excellent yields, simple reaction conditions high compatibility are the advantages of this protocol.
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A diphenyl ether derived bidentate secondary phosphine oxide as a preligand for nickel-catalyzed C-S cross-coupling reactions

16 November, 2015 - 06:54

Org. Biomol. Chem., 2015, 13,10802-10807
DOI: 10.1039/C5OB01874A, CommunicationNadeesha P. N. Wellala, Hairong Guan
A bidentate secondary phosphine oxide is a more effective preligand than Ph2P(O)H in nickel-catalyzed C-S cross-coupling reactions.
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