Double C–S bond formation via C–H bond functionalization: synthesis of benzothiazoles and naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur

2017 ◽  
Vol 53 (87) ◽  
pp. 11917-11920 ◽  
Author(s):  
Xiaoming Zhu ◽  
Yuzhong Yang ◽  
Genhua Xiao ◽  
Jianxin Song ◽  
Yun Liang ◽  
...  
Keyword(s):  
Elemental Sulfur ◽  
Bond Formation ◽  
Environmentally Friendly ◽  
Bond Functionalization ◽  
Metal Free ◽  
Environmentally Friendly Method

An atom economic and environmentally friendly method for the synthesis of benzothiazoles and naphtho[2,1-d]thiazoles has been developed under metal-free conditions.

ChemInform Abstract: Metal-Free Oxidative C-C Bond Formation Through C-H Bond Functionalization

ChemInform ◽  
2015 ◽  
Vol 46 (50) ◽  
pp. no-no
Author(s):  
Rishikesh Narayan ◽  
Kiran Matcha ◽  
Andrey P. Antonchick
Keyword(s):  
Bond Formation ◽  
Bond Functionalization ◽  
Metal Free

Metal-Free Oxidative CC Bond Formation through CH Bond Functionalization

2015 ◽  
Vol 21 (42) ◽  
pp. 14678-14693 ◽  
Author(s):  
Rishikesh Narayan ◽  
Kiran Matcha ◽  
Andrey P. Antonchick
Keyword(s):  
Bond Formation ◽  
Bond Functionalization ◽  
Metal Free

Metal-free n-Et4NBr-catalyzed radical cyclization of disulfides and alkynes leading to benzothiophenes under mild conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (89) ◽  
pp. 48547-48553 ◽  
Author(s):  
Daoshan Yang ◽  
Kelu Yan ◽  
Wei Wei ◽  
Laijin Tian ◽  
Qinghe Li ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Bond Formation ◽  
Environmentally Friendly ◽  
Radical Cyclization ◽  
Title Reaction ◽  
Metal Free ◽  
Mild Conditions

The title reaction involves metal free TEAB-catalyzed S–S bond cleavage, C–S bond formation and C–C bond formation; it uses readily available disulfides and alkynes as substrates, and environmentally friendly TEAB as catalyst to synthesize useful benzothiophene derivatives.

scholarly journals Metal-Free Intermolecular Oxidative C–N Bond Formation via Tandem C–H and N–H Bond Functionalization

2011 ◽  
Vol 133 (49) ◽  
pp. 19960-19965 ◽  
Author(s):  
Abhishek A. Kantak ◽  
Shathaverdhan Potavathri ◽  
Rose A. Barham ◽  
Kaitlyn M. Romano ◽  
Brenton DeBoef
Keyword(s):  
Bond Formation ◽  
Bond Functionalization ◽  
Metal Free

Efficient synthesis of 1,2-benzisothiazoles from o-haloarylamidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions

2018 ◽  
Vol 20 (4) ◽  
pp. 827-831 ◽  
Author(s):  
Hao Xie ◽  
Guozheng Li ◽  
Feng Zhang ◽  
Fuhong Xiao ◽  
Guo-Jun Deng
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Elemental Sulfur ◽  
Bond Formation ◽  
Efficient Synthesis ◽  
Facile Synthesis ◽  
Good Tolerance ◽  
Metal Free

Facile synthesis of 1,2-benzisothiazoles from amidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions has been developed with good tolerance of a broad range of functional groups.

scholarly journals Metal-free, visible-light-mediated, decarboxylative alkylation of biomass-derived compounds

2016 ◽  
Vol 18 (17) ◽  
pp. 4743-4749 ◽  
Author(s):  
Johanna Schwarz ◽  
Burkhard König
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Environmentally Friendly ◽  
Metal Free ◽  
Environmentally Friendly Method

This work describes a mild, environmentally friendly method to activate natural carboxylic acids for decarboxylative alkylation.

Metal-Free Oxidative Carbon-Heteroatom Bond Formation Through C-H Bond Functionalization

2013 ◽  
Vol 2013 (26) ◽  
pp. 5769-5804 ◽  
Author(s):  
Rajarshi Samanta ◽  
Kiran Matcha ◽  
Andrey P. Antonchick
Keyword(s):  
Bond Formation ◽  
Bond Functionalization ◽  
Metal Free

ChemInform Abstract: Metal-Free Oxidative Carbon-Heteroatom Bond Formation Through C-H Bond Functionalization

ChemInform ◽  
2013 ◽  
Vol 44 (48) ◽  
pp. no-no
Author(s):  
Rajarshi Samanta ◽  
Kiran Matcha ◽  
Andrey P. Antonchick
Keyword(s):  
Bond Formation ◽  
Bond Functionalization ◽  
Metal Free

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

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