Journal ArticleDOI
Direct Synthesis of 2-(Cycloalkylamino)-3,4-Substituted Thiophenes via Selective Deprotonation-Cyclization of Aroyl Ketene N,S-Acetals
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TLDR
Acyclic and cyclic aroyl ketene N,S-acetals undergo regioselective deprotonation-cyclization via dipole stabilized carbanion in the presence of LDA/THF to afford the corresponding 2-(cycloalkylamino)-4-aryl or 3,4-annelated thiophenes in moderate to good yields as mentioned in this paper.About:
This article is published in Synthetic Communications.The article was published on 1996-11-01. It has received 10 citations till now. The article focuses on the topics: Ketene & Carbanion.read more
Citations
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Journal ArticleDOI
Synthesis of aromatic heterocycles
TL;DR: In this paper, the authors present a review of the literature from 1999 to February 2001, focusing on the use of the Perkin Transformer algorithm in the context of cancer diagnosis.
Journal ArticleDOI
Reaction of α-Oxoketene-N,S-arylaminoacetals with Vilsmeier Reagents: An Efficient Route to Highly Functionalized Quinolines and Their Benzo/Hetero-Fused Analogues‡
TL;DR: A simple, highly efficient, and regioselective synthesis of functionalized quinolines through Vilsmeier cyclization of a variety of alpha-oxoketene-N,S-anilinoacetals has been reported.
Book ChapterDOI
Thiophenes and their Benzo Derivatives: Synthesis
O. Sato,J. Nakayama +1 more
TL;DR: In this paper, the advances in the synthetic methods of thiophenes and their benzo derivatives are discussed, in many cases according to the final reaction leading to the thiophene nucleus but not the starting materials since this permits a more clear-cut classification.
Book ChapterDOI
Chapter 5.1 Five-membered ring systems: Thiophenes & Se, Te analogs
TL;DR: In this article, the properties of the thiophene ring have been investigated and a large amount of development has been made in the new methods for hydrodesulfurization (HDS) of thiophenes and benzothiophene.
References
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Journal ArticleDOI
Dipole-Stabilized Carbanions from Thioesters, Evidence for Stabilization by the Carbonyl Group
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A Novel Route to 2-Alkoxy / Aryloxythiophenes via Simmons-Smith Reaction on Acylketene O,S-Acetals
TL;DR: In this paper, a novel route to 2-alkoxy/aryloxy-4-arylthiophenes 4a-k and the corresponding 3,4-annulated thiophene 7 has been developed by subjecting the respective acylketene O,S-acetals 1a-K and 6 to Simmons-Smith reaction conditions (zinc-copper/diiodomethane).
Journal ArticleDOI
A direct synthesis of substituted thiophenes via α-oxoketene dithioacetals. II.☆
Joseph P. Marino,J.L. Kostusyk +1 more
TL;DR: The regioselective deprotonation of S,S-dimethyl-α-oxoketene dithioacetal at the (Z)-S-methyl group leads to a direct synthesis of 2-Smethyl-3,4 disubstituted thiophenes.
Journal ArticleDOI
Attempted Simmons-Smith reaction on α-oxoketene dithioacetals : a new general route to 3,4-substituted and annelated thiophenes
TL;DR: In this article, a new general synthesis of 3- and 3-4-substituted 4a-q, 3,4-annelated 7a-d and condensed tricyclic 9a-e thiophenes has been developed through Simmons-Smith reaction on the respective α-oxoketene dithioacetals.
Journal ArticleDOI
Deprotonation studies in α-oxoketene dithioacetals. I.
Joseph P. Marino,J.L. Kostusyk +1 more
TL;DR: In this paper, α-benzoyl ketene dithiomethylacetals with LDA/HMPA were deprotonated at three different sites depending on the other α-substituents.