Metal-free cascade oxidative decarbonylative alkylarylation of acrylamides with aliphatic aldehydes: a convenient approach to oxindoles via dual C(sp2)–H bond functionalization

2016 ◽  
Vol 18 (10) ◽  
pp. 2941-2945 ◽  
Author(s):  
Luo Yang ◽  
Wen Lu ◽  
Wang Zhou ◽  
Feng Zhang
Keyword(s):  
Aliphatic Aldehydes ◽  
Bond Functionalization ◽  
Metal Free ◽  
Convenient Approach

A convenient metal-free cascade oxidative decarbonylative alkylarylation of acrylamides with aliphatic aldehydes to provide quaternary oxindoles is 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: 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

ChemInform Abstract: Metal-Free Oxidative C(sp3)-H Bond Functionalization of Alkanes and Alkylation-Initiated Radical 1,2-Aryl Migration in α,α-Diaryl Allylic Alcohols.

ChemInform ◽  
2015 ◽  
Vol 46 (23) ◽  
pp. no-no
Author(s):  
Jincan Zhao ◽  
Hong Fang ◽  
Ruichun Song ◽  
Jie Zhou ◽  
Jianlin Han ◽  
...  
Keyword(s):  
Allylic Alcohols ◽  
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

ChemInform Abstract: Metal-Free Oxidative Direct C(sp3)-H Bond Functionalization of Ethers with α,α-Diaryl Allylic Alcohols.

ChemInform ◽  
2015 ◽  
Vol 46 (4) ◽  
pp. no-no
Author(s):  
Xue-Qiang Chu ◽  
Hua Meng ◽  
You Zi ◽  
Xiao-Ping Xu ◽  
Shun-Jun Ji
Keyword(s):  
Allylic Alcohols ◽  
Bond Functionalization ◽  
Metal Free

Metal-Free Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Ethers Leading to 2-Substituted 3,4-Dihydronaphthalenes

2017 ◽  
Vol 82 (14) ◽  
pp. 7394-7401 ◽  
Author(s):  
Yu Liu ◽  
Qiao-Lin Wang ◽  
Cong-Shan Zhou ◽  
Bi-Quan Xiong ◽  
Pan-Liang Zhang ◽  
...  
Keyword(s):  
Bond Functionalization ◽  
Metal Free

scholarly journals Selective transition-metal-free vicinal cis-dihydroxylation of saturated hydrocarbons

2017 ◽  
Vol 8 (1) ◽  
pp. 452-457 ◽  
Author(s):  
Luis Bering ◽  
Andrey P. Antonchick
Keyword(s):  
Transition Metal ◽  
Reaction Conditions ◽  
Saturated Hydrocarbons ◽  
Bond Functionalization ◽  
Metal Free

A selective vicinal dihydroxylation of alkanes by dual C(sp3)–H bond functionalization under transition-metal-free reaction conditions has been developed.

1,2-Arylalkylation of N-(arylsulfonyl)acrylamides using aliphatic aldehydes as the alkyl source

2017 ◽  
Vol 15 (26) ◽  
pp. 5476-5479 ◽  
Author(s):  
Jin-Tao Yu ◽  
Rongzhen Chen ◽  
Jiawei Zhu ◽  
Jiang Cheng
Keyword(s):  
Alkyl Radical ◽  
Aliphatic Aldehydes ◽  
Metal Free

A metal-free decarbonylative arylalkylation of N-(arylsulfonyl)acrylamides using aliphatic aldehydes as the alkyl radical source was developed.

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