European Journal of Organic Chemistry 2018-02-20

New Facet of Azatriene Reactivity: A Short‐Cut to 5‐Amino‐3‐methyl‐4‐(1H‐pyrrol‐1‐yl)thiophene‐2‐carboxylates and 5‐Amino‐3‐methyl‐4‐(1H‐pyrrol‐1‐yl)thiophene‐2‐carbonitriles

Boris A. Trofimov

Index: 10.1002/ejoc.201800268

Full Text: HTML

Abstract

An expedient simple approach to highly functionalized tetrasubstituted thiophenes from readily accessible starting materials [(1H‐pyrrol‐1‐yl)allene, isothiocyanates, and alkyl 2‐bromoacetates or 2‐bromoacetonitrile] has been developed. The methodology is based on the one‐pot synthesis and fast in situ cyclization of alkyl 2‐{[2‐(1H‐pyrrol‐1‐yl)buta‐2,3‐dienimidoyl]sulfanyl}acetates or cyanomethyl 2‐(1H‐pyrrol‐1‐yl)buta‐2,3‐dienimidothioates (1‐aza‐1,3,4‐trienes) into previously unknown thiophene‐2‐carboxylates and thiophene‐2‐carbonitriles with pyrrole counterpart, respectively.

Latest Articles:

Development of Photoactivatable Nitroxyl (HNO) Donors Incorporating the (3‐Hydroxy‐2‐naphthalenyl)methyl Phototrigger

2018-04-15

[10.1002/ejoc.201800092]

Catalytic C‐Alkylation of Pyrroles with Primary Alcohols: Hans Fischer's Alkali and a New Method with Iridium P,N,P‐Pincer Complexes

2018-03-30

[10.1002/ejoc.201800146]

Fluorine‐Containing Functionalized Cyclopentene Scaffolds Through Ring Contraction and Deoxofluorination of Various Substituted Cyclohexenes

2018-03-30

[10.1002/ejoc.201800057]

Verdazyl Radical Building Blocks: Synthesis, Structure, and Sonogashira Cross‐Coupling Reactions

2018-03-30

[10.1002/ejoc.201701783]

Iron‐Catalyzed Sulfur‐Promoted Decyanative Redox Condensation of o‐Nitrophenols and Arylacetonitriles: An Unprecedented Route to 2‐Arylbenzoxazoles

2018-03-30

[10.1002/ejoc.201701607]

More Articles...