DDQ-mediated regioselective C–S bond formation: efficient access to allylic sulfides

2018 ◽  
Vol 5 (21) ◽  
pp. 3158-3162 ◽  
Author(s):  
Chunsheng Li ◽  
Jianxiao Li ◽  
Chaowei Tan ◽  
Wanqing Wu ◽  
Huanfeng Jiang
Keyword(s):  
Bond Formation ◽  
Metal Free ◽  
Efficient Access

A novel metal-free dehydrocoupling approach for constructing allylic sulfides via oxidative allylic C–H functionalization with high atom- and step-economy has been developed.

Visible-light-induced dual C–C bond formation via selective C(sp3)–H bond cleavage: efficient access to alkylated oxindoles from activated alkenes and simple ethers under metal-free conditions

2017 ◽  
Vol 19 (7) ◽  
pp. 1732-1739 ◽  
Author(s):  
Dong Xia ◽  
Yang Li ◽  
Tao Miao ◽  
Pinhua Li ◽  
Lei Wang
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Metal Free ◽  
Efficient Access ◽  
Oxidative Difunctionalization

A visible-light-induced oxidative difunctionalization of activated alkenes with simple ethersviaselective C(sp3)–H bond cleavage and dual C–C bond formation was developed.

Stereodivergent Alkyne Hydrofluorination Using a Simple Practical Reagent

2020 ◽  
Author(s):  
Rui Guo ◽  
Xiaotian Qi ◽  
Hengye Xiang ◽  
Paul Geaneoates ◽  
Ruihan Wang ◽  
...  
Keyword(s):  
Bond Formation ◽  
Biologically Active ◽  
Dft Studies ◽  
Thermodynamic Control ◽  
Important Goal ◽  
Peptide Bonds ◽  
Metal Free ◽  
Vinyl Cation ◽  
E And Z Isomers ◽  
Vinyl Fluorides

Vinyl fluorides play an important role in drug development as they serve as bioisosteres for peptide bonds and are found in a range of biologically active molecules. The discovery of safe, general and practical procedures to prepare vinyl fluorides remains an important goal and challenge for synthetic chemistry. Here we introduce an inexpensive and easily-handled reagent and report simple, scalable, and metal-free protocols for the regioselective and stereodivergent hydrofluorination of alkynes to access both the E and Z isomers of vinyl fluorides. These conditions were suitable for a diverse collection of alkynes, including several highly-functionalized pharmaceutical derivatives. Mechanistic and DFT studies support C–F bond formation through a vinyl cation intermediate, with the (E)- and (Z)-hydrofluorination products forming under kinetic and thermodynamic control, respectively.<br>

Formation of Carbon-Oxygen Bond Mediated by Hypervalent Iodine Reagents Under Metal-free Conditions

2020 ◽  
Vol 17 ◽  
Author(s):  
Ayesha Jalil ◽  
Yaxin O Yang ◽  
Zhendong Chen ◽  
Rongxuan Jia ◽  
Tianhao Bi ◽  
...  
Keyword(s):  
Natural Products ◽  
Bond Formation ◽  
Building Blocks ◽  
Review Article ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Bioactive Natural Products ◽  
The Past ◽  
Oxygen Bond ◽  
Privileged Scaffolds

: Hypervalent iodine reagents are a class of non-metallic oxidants have been widely used in the construction of several sorts of bond formations. This surging interest in hypervalent iodine reagents is essentially due to their very useful oxidizing properties, combined with their benign environmental character and commercial availability from the past few decades ago. Furthermore, these hypervalent iodine reagents have been used in the construction of many significant building blocks and privileged scaffolds of bioactive natural products. The purpose of writing this review article is to explore all the transformations in which carbon-oxygen bond formation occurred by using hypervalent iodine reagents under metal-free conditions

scholarly journals Chemoselective bioconjugation based on modular click chemistry with 4-halocoumarins and aryl sulfonates

RSC Advances ◽  
2021 ◽  
Vol 11 (31) ◽  
pp. 18960-18965
Author(s):  
F. Yushra Thanzeel ◽  
Christian Wolf
Keyword(s):  
Click Chemistry ◽  
Bond Formation ◽  
Metal Free

We report chemoselective and modular peptide bioconjugation using stoichiometric amounts of 4-halocoumarin and arylsulfonate agents that undergo metal-free C(sp2)-heteroatom bond formation at micromolar concentrations.

Metal-Free Synthesis of 2-Oxindoles via PhI(OAc)2-Mediated Oxidative C–C Bond Formation

2014 ◽  
Vol 79 (3) ◽  
pp. 1111-1119 ◽  
Author(s):  
Jinglei Lv ◽  
Daisy Zhang-Negrerie ◽  
Jun Deng ◽  
Yunfei Du ◽  
Kang Zhao
Keyword(s):  
Bond Formation ◽  
Metal Free

ChemInform Abstract: Metal-Free Oxidative C-C Bond Formation of Active Methylenic sp3 C-H Bonds with Benzylic sp3 C-H and Allylic sp3 C-H Bonds Mediated by DDQ.

ChemInform ◽  
2010 ◽  
Vol 42 (1) ◽  
pp. no-no
Author(s):  
D. Ramesh ◽  
U. Ramulu ◽  
S. Rajaram ◽  
P. Prabhakar ◽  
Y. Venkateswarlu
Keyword(s):  
Bond Formation ◽  
Metal Free

scholarly journals Metal-free visible light photoredox enables generation of carbyne equivalents via phosphonium ylide C–H activation

2019 ◽  
Vol 10 (6) ◽  
pp. 1687-1691 ◽  
Author(s):  
Mrinmoy Das ◽  
Minh Duy Vu ◽  
Qi Zhang ◽  
Xue-Wei Liu
Keyword(s):  
Visible Light ◽  
Bond Formation ◽  
Formation Processes ◽  
New Approach ◽  
Carbon Bond ◽  
Metal Free ◽  
Carbon Carbon Bond ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds ◽  
New Strategy

Phosphonium ylides have shown their synthetic usefulness in important carbon–carbon bond formation processes. Our new strategy employs phosphonium ylides as novel carbyne equivalents and features a new approach for constructing carbon–carbon bonds from alkenes.

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