ChemInform Abstract: Friedel-Crafts Reaction of Indoles with Vicinal Tricarbonyl Compounds Generated in situ from 1,3-Dicarbonyl Compounds and TEMPO: Highly Selective Synthesis of Tertiary Alcohols.

ChemInform ◽  
2016 ◽  
Vol 47 (10) ◽  
pp. no-no
Author(s):  
Jianwei Yan ◽  
Tianjun Ni ◽  
Fulin Yan ◽  
Jixia Zhang ◽  
Fangfang Zhuang
Keyword(s):  
Selective Synthesis ◽  
Dicarbonyl Compounds ◽  
Tertiary Alcohols

Friedel–Crafts reaction of indoles with vicinal tricarbonyl compounds generated in situ from 1,3-dicarbonyl compounds and TEMPO: highly selective synthesis of tertiary alcohols

RSC Advances ◽  
2015 ◽  
Vol 5 (109) ◽  
pp. 89906-89910 ◽  
Author(s):  
Jianwei Yan ◽  
Tianjun Ni ◽  
Fulin Yan ◽  
Jixia Zhang ◽  
Fangfang Zhuang
Keyword(s):  
Bond Cleavage ◽  
Selective Synthesis ◽  
Dicarbonyl Compounds ◽  
Tertiary Alcohols

A novel Friedel–Crafts reaction of indoles with vicinal tricarbonyl compounds generated in situ has been developed, forming indolyl tertiary alcohols. The process involves disproportionation of TEMPO, α-oxyamination, N–O bond cleavage and, finally, addition of the indole.

Selective photoredox decarboxylation of α-ketoacids to allylic ketones and 1,4-dicarbonyl compounds dependent on cobaloxime catalysis

2020 ◽  
Vol 56 (83) ◽  
pp. 12530-12533 ◽  
Author(s):  
Hong Zhang ◽  
Qian Xiao ◽  
Xu-Kuan Qi ◽  
Xue-Wang Gao ◽  
Qing-Xiao Tong ◽  
...  
Keyword(s):  
Selective Synthesis ◽  
Photoredox Catalysis ◽  
Dicarbonyl Compounds

The selective synthesis of allylic ketones and 1,4-dicarbonyl compounds by photoredox/cobaloxime co-catalysis and photoredox catalysis, respectively, is described herein.

Selective Synthesis of exo-Spiro[2′,2′-difluorocyclopropane-3′,2′-tropanes]

Synthesis ◽  
2020 ◽  
Vol 52 (07) ◽  
pp. 1015-1024
Author(s):  
Andrii Gerasov ◽  
Grygoriy A. Dolgonos ◽  
Aleksandr Yu. Mandzhulo ◽  
Alexey Ryabitsky ◽  
Volodymyr Fetyukhin ◽  
...  
Keyword(s):  
Activation Barrier ◽  
Protecting Groups ◽  
Selective Synthesis ◽  
Double Bonds ◽  
Lower Activation ◽  
Conformationally Restrained

Conformationally restrained exo-isomers of N-Boc-protected spiro[2′,2′-difluorocyclopropane-3′,2′-tropanes] were synthesized in 62–83% yield via absolutely diastereoselective cycloaddition of CF2, generated in situ from Me3SiCF3/NaI in refluxing THF, to double bonds of 3-alkylidenetropanes. Standard removal of Boc protecting groups afforded corresponding exo-spiro[2′,2′-difluorocyclopropane-3′,2′-tropane] hydrochlorides in 82–94% yields. DFT and CCSD(T) calculations revealed that the observed exo-selectivity of difluorocarbene addition is likely to be caused by a lower activation barrier of the exo-difluorocyclopropanation compared to the endo-reaction.

Substrate selective synthesis of pyrazolo[1,5-a]pyridines through [3 + 2] cycloaddition of N-aminopyridines and β-nitro styrenes

RSC Advances ◽  
2015 ◽  
Vol 5 (53) ◽  
pp. 42961-42964 ◽  
Author(s):  
Chitrakar Ravi ◽  
Darapaneni Chandra Mohan ◽  
N. Naresh Kumar Reddy ◽  
Subbarayappa Adimurthy
Keyword(s):  
Selective Synthesis ◽  
Metal Free ◽  
Mild Conditions

Synthesis of 2 or 3-(hetero)aryl pyrazolo[1,5-a]pyridines through [3 + 2] cycloaddition ofN-aminopyridine with β-nitrostyrenes followed byin situdenitration under metal-free and mild conditions are described.

ChemInform Abstract: Highly cis-Selective Synthesis of Iodo-Aziridines Using Diiodomethyllithium and in situ Generated N-Boc-Imines.

ChemInform ◽  
2013 ◽  
Vol 44 (15) ◽  
pp. no-no
Author(s):  
James A. Bull ◽  
Tom Boultwood ◽  
Thomas A. Taylor
Keyword(s):  
Selective Synthesis
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