Transition-metal-free regioselective construction of 1,5-diaryl-1,2,3-triazoles through dehydrative cycloaddition of alcohols with aryl azides mediated by SO2F2

2019 ◽  
Vol 55 (19) ◽  
pp. 2845-2848 ◽  
Author(s):  
Xu Zhang ◽  
K. P. Rakesh ◽  
Hua-Li Qin
Keyword(s):  
Transition Metal ◽  
Cost Effective ◽  
Practical Method ◽  
Regioselective Synthesis ◽  
Aryl Azides ◽  
Metal Free

A novel, simple and practical method for mild, efficient, cost-effective and regioselective synthesis of highly valuable 1,5-diaryl-1,2,3-triazoles was developed.

Facile Access to Triazole-Fused 3,1-Benzoxazines Enabled by Metal-Free Base-Promoted Intramolecular C–O Coupling

Synthesis ◽  
2021 ◽  
Author(s):  
Yury N. Kotovshchikov ◽  
Stepan S. Tatevosyan ◽  
Gennadij V. Latyshev ◽  
Nikolay V. Lukashev ◽  
Irina P. Beletskaya
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
Cost Effective ◽  
Reductive Cleavage ◽  
Effective Procedure ◽  
Free Base ◽  
Metal Free ◽  
Fused Heterocycles ◽  
Convenient Approach

AbstractA convenient approach to assemble 1,2,3-triazole-fused 4H-3,1-benzoxazines has been developed. Diverse alcohol-tethered 5-iodotriazoles, readily accessible by a modified protocol of Cu-catalyzed (3+2)-cycloaddition, were utilized as precursors of the target fused heterocycles. The intramolecular C–O coupling proceeded efficiently under base-mediated transition-metal-free conditions, furnishing cyclization products in yields up to 96%. Suppression of the competing reductive cleavage of the C–I bond was achieved by the use of Na2CO3 in acetonitrile at 100 °C. This practical and cost-effective procedure features a broad substrate scope and valuable functional group tolerance.

ChemInform Abstract: Regioselective Synthesis of Phenoxathiin Derivatives under Transition-Metal-Free Conditions.

ChemInform ◽  
2013 ◽  
Vol 44 (30) ◽  
pp. no-no
Author(s):  
Fangdong Hu ◽  
Xin Zhao ◽  
Yanqiu Li ◽  
Lei Feng ◽  
Chen Ma
Keyword(s):  
Transition Metal ◽  
Regioselective Synthesis ◽  
Metal Free

A transition metal-free approach towards the regioselective synthesis of β-carboline tethered pyrroles and 2,3-dihydro-1H-pyrroles

2020 ◽  
Vol 44 (28) ◽  
pp. 12370-12383
Author(s):  
Manpreet Singh ◽  
Avijit Kumar Paul ◽  
Virender Singh
Keyword(s):  
Transition Metal ◽  
Regioselective Synthesis ◽  
One Pot ◽  
Sequential Approach ◽  
Metal Free

A transition metal-free one-pot sequential approach has been unfolded for the synthesis of β-carboline tethered pyrroles and 2,3-dihydro-1H-pyrroles by using highly diverse 1-formyl-9H-β-carbolines as a template.

Transition-metal-free multinitrogenation of amides by C–C bond cleavage: a new approach to tetrazoles

2018 ◽  
Vol 54 (79) ◽  
pp. 11148-11151 ◽  
Author(s):  
Lian-Hua Li ◽  
Zhi-Jie Niu ◽  
Ying-Xiu Li ◽  
Yong-Min Liang
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Regioselective Synthesis ◽  
One Pot ◽  
New Approach ◽  
Metal Free

A metal-free brand-new one-pot multinitrogenation of amides for the chemo-, regioselective synthesis of 1,5-disubstituted tetrazoles has been developed.

Regioselective synthesis of triazoles via base-promoted oxidative cycloaddition of chalcones with azides in aqueous solution

RSC Advances ◽  
2015 ◽  
Vol 5 (116) ◽  
pp. 95833-95839 ◽  
Author(s):  
Wenchao Yang ◽  
Tao Miao ◽  
Pinhua Li ◽  
Lei Wang
Keyword(s):  
Aqueous Solution ◽  
Transition Metal ◽  
Regioselective Synthesis ◽  
Metal Free

A base-promoted oxidative cycloaddition of chalcones with azides was developed for the regioselective synthesis of trisubstituted triazoles under transition-metal-free conditions.

Transition Metal-Free Synthesis of Pinacol Arylboronate: Regioselective Boronation of 1,3-Disubstituted Benzenes

2014 ◽  
Vol 67 (4) ◽  
pp. 675 ◽  
Author(s):  
Yan Wang ◽  
Le Wang ◽  
Ling-Yan Chen ◽  
Pinaki S. Bhadury ◽  
Zhihua Sun
Keyword(s):  
Transition Metal ◽  
Regioselective Synthesis ◽  
Ortho Position ◽  
Metal Free ◽  
Disubstituted Benzene ◽  
Wide Range

The regioselective synthesis of pinacol arylboronate has been achieved from 1,3-disubstituted benzene through directed ortho-metallation (DoM)–borylation sequence. A wide range of substituents and borylating reagents were investigated. In situ lithiation and subsequent boronation predominantly occurred at the ortho-position to afford the desired products in moderate yields.

Transition metal-free aminofluorination of β,γ-unsaturated hydrazones: base-controlled regioselective synthesis of fluorinated dihydropyrazole and tetrahydropyridazine derivatives

2018 ◽  
Vol 5 (7) ◽  
pp. 1155-1159 ◽  
Author(s):  
Juan Zhao ◽  
Min Jiang ◽  
Jin-Tao Liu
Keyword(s):  
Transition Metal ◽  
Regioselective Synthesis ◽  
Metal Free ◽  
Regioselective Reactions

Various base-controlled regioselective reactions of β,γ-unsaturated hydrazones with Selectfluor were achieved under transition metal-free conditions.

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