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Journal ArticleDOI

Synthesis and reactions of N-substituted pyrazolo-3-sulfolenes

Ta-Shue Chou, +1 more
- 01 Jan 1993 - 
- Vol. 36, Iss: 12, pp 2839-2850
TLDR
In this article, N-Toluenesulfonyl- and N-(anilinocarbonyl)pyrazolo-3-sulfolenes have been prepared from the protected oxotetrahydrothiophene carbaldehyde via a sequence of hydrazone formation, ketal hydrolysis, cyclization, dehydration, and oxidation reactions.
Abstract
N-Toluenesulfonyl- and N-(anilinocarbonyl)pyrazolo-3-sulfolenes have been prepared from the protected oxotetrahydrothiophenecarbaldehyde (7) via a sequence of hydrazone formation, ketal hydrolysis, cyclization, dehydration, and oxidation reactions. These N-substituents migrate between the two nitrogen atoms of the pyrazole ring at different stages. Extrusion of SO 2 from N-anilinocarbonylpyrazolo-3-sulfolenes was achieved at 180-200°C and the transient intermediate, the pyrazolo-o-quniodimethane, could be trapped with dienophiles

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Citations
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Journal ArticleDOI

Generation and chemical reactions of quinoxalino-o-quinodimethane

TL;DR: In this article, the quinoxalino-3-sulfolene 7 was prepared via two convenient routes and discovered its unusual stability toward thermal extrusion of SO2. But this was at temperatures higher than 290 °C.
Journal ArticleDOI

Preparation and Reactions of Benzofurano-, Indolo-, and Benzothieno-3-sulfolenes

TL;DR: In this paper, the precursors of 3-sulfolenes bearing bromo or alkyl group substitution from which substituted heteroaromatic o-quinodimethanes are generated have also been synthesized.
Book ChapterDOI

Chapter 2 Heterocyclic ortho-quinodimethanes

TL;DR: This chapter presents an overview of Quinodimethane and derivatives chemistry and methods of generation, and intends to stimulate the use of these species in synthesis.
Patent

1- Aryl-3-thioalkyl pyrazoles, the synthesis thereof and the use thereof as insecticides

TL;DR: In this article, the pyrazole derivatives have Formula (I) or as salt thereof, where R1 represents R?5O, R5SO?2, R? 5SO or R5?S in which R5 is as defined herein; X is halo, cyano, C?1-6? alkoxycarbonyl, C2-6 alkynyl, optionally substituted C6-14 aryl or an optionally substituted 5- to 7- membered heteroaromatic ring linked to thiazole via a carbon-carbon bond
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