Visible-Light-Induced C (sp3)–H Functionalization of Tosylhydrazones: Synthesis of Polysubstituted Pyrroles under Metal-Free Conditions

Iodine catalyzed C (sp3)–H functionalization of tosylhydrazones with β-enamino esters under visible light irradiation for the synthesis of trisubstituted pyrroles has been described. The present method is also applicable to α- substituted tosylhydrazones to yield the tetra-substituted pyrroles.

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Bibliographic Details
Published inJournal of organic chemistry Vol. 83; no. 16; pp. 9412 - 9421
Main Authors Kumar Reddy, N. Naresh, Rawat, Deepa, Adimurthy, Subbarayappa
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 17.08.2018
Amer Chemical Soc
Subjects
chemical reactions
chemical structure
Chemistry
Chemistry, Organic
esters
iodine
irradiation
organic chemistry
Physical Sciences
pyrroles
Science & Technology
EFFICIENT SYNTHESIS
CYCLOADDITION
IODINE
AMINATION
METHYL KETONES
N-TOSYLHYDRAZONES
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Summary:Iodine catalyzed C (sp3)–H functionalization of tosylhydrazones with β-enamino esters under visible light irradiation for the synthesis of trisubstituted pyrroles has been described. The present method is also applicable to α- substituted tosylhydrazones to yield the tetra-substituted pyrroles.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.8b00878