Synthetic Route to Enaminones via Metal-Free Four-Component Sequential Reactions of Aryl Olefins with CHCl3, Et3N, and TBHP

Author(s):  
Jiantao Zhang ◽  
Peng Zhou ◽  
Aiguo Yin ◽  
Shuhua Zhang ◽  
Weibing Liu
Synlett ◽  
2018 ◽  
Vol 29 (17) ◽  
pp. 2311-2315 ◽  
Author(s):  
Gaofeng Feng ◽  
Jing-Yao He ◽  
Qi-Fan Bai ◽  
Chengan Jin

An expedient organic photoredox Pschorr reaction has been developed that opens up a synthetic route to 6H-benzo[c]chromenes. The process can be performed under mild conditions by using eosin Y as a photoredox catalyst and acetonitrile as the solvent. The diazonium salts can be either preformed or generated in situ from the corresponding amines with t-BuONO. The process is amenable to gram-sale synthesis of 6H-benzo[c]chromenes, which can be further transformed into both 6H-benzo[c]chromen-6-ones through oxidation or to 6H-benzo[c]chromen-6-amine through sp3 C–H bond amination. The protocol provides an attractive route for the synthesis of a library of 6H-benzo[c]chromes.


2020 ◽  
Vol 22 (14) ◽  
pp. 4516-4522 ◽  
Author(s):  
Yu Zhang ◽  
Nareh Hatami ◽  
Niklas Simon Lange ◽  
Emanuel Ronge ◽  
Waldemar Schilling ◽  
...  

A mild protocol has been developed using polymeric carbon nitrides (PCN) as metal-free heterogeneous photocatalyst to convert olefins into the corresponding carbonyls which even can be applied in the gram scale synthesis using direct solar energy.


ChemInform ◽  
2012 ◽  
Vol 43 (17) ◽  
pp. no-no
Author(s):  
Damien Clarisse ◽  
Beatrice Pelotier ◽  
Olivier Piva ◽  
Fabienne Fache

1967 ◽  
Vol 6 (10) ◽  
pp. 866-868 ◽  
Author(s):  
A. Fischli ◽  
A. Eschenmoser
Keyword(s):  

ChemInform ◽  
2015 ◽  
Vol 46 (17) ◽  
pp. no-no
Author(s):  
Napoleon John Victor ◽  
Kannoth Manheri Muraleedharan
Keyword(s):  

2017 ◽  
Vol 15 (23) ◽  
pp. 5016-5024 ◽  
Author(s):  
Yan Liu ◽  
Huayou Hu ◽  
Junyu Zhou ◽  
Wenhui Wang ◽  
Youliang He ◽  
...  

A transition-metal-free synthetic route to 3-aryl and 3-alkyl indolizines from electron-deficient alkenes, pyridines and primary halogenated hydrocarbons is reported for the first time using a tandem reaction.


2016 ◽  
Vol 69 (1) ◽  
pp. 98 ◽  
Author(s):  
Kang Lei ◽  
Dong-Wei Sun ◽  
Yuan-Yuan Tao ◽  
Xiao-Hua Xu

A new protocol for total synthesis of natural product frutinone A was accomplished in three steps by using inexpensive 2′-hydroxyacetophenone as starting material. The key intermediate 3-(2-chlorobenzoyl)-4-hydroxycoumarin was synthesized in one pot through Baker–Venkataraman rearrangement of 2-acetylphenyl 2-chlorobenzoate followed by introduction of methyl chloroformate under basic conditions. Then, base-promoted intramolecular nucleophilic substitution reaction of 3-(2-chlorobenzoyl)-4-hydroxycoumarin provided frutinone A in excellent yield. The synthetic route features good yield, transition metal-free and mild reaction conditions, and high tolerance for functionality, thereby allowing easy substitutions around the frutinone A core.


2016 ◽  
Vol 52 (93) ◽  
pp. 13588-13591 ◽  
Author(s):  
Katherine Koh ◽  
Yuying Meng ◽  
Xiaoxi Huang ◽  
Xiaoxin Zou ◽  
Manish Chhowalla ◽  
...  

A novel synthetic route, combining hydrothermal synthesis, templating and pyrolysis, is demonstrated for the first time on biomass to produce highly efficient, metal-free mesoporous carbon electrocatalysts for the hydrazine oxidation reaction.


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