Cycloaddition approach to the curing of polyimides via precursor containing thiophene‐<i>S</i>,<i>S</i>‐dioxide

Magyarosy, A. C.; Mohareb, Rafat M.; Ho, Joanne

doi:10.1002/hc.20249

Cited by 4 publications

References 9 publications

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Extrusion Reactions Affording Aromatic Systems, Dienes and Polyenes

Guziec

2022

Organic Reactions

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Extrusion reactions may be defined as chemical reactions in which an atom or small molecular fragment Y connected to two other atoms W and Z is lost from a molecule, leading to a product in which W becomes directly bonded to Z. Cheletropic reactions that afford aromatic or conjugated π systems by loss of a stable atomic or molecular fragment have also been classified as extrusion reactions. Typically, the fragments liberated in these reactions are small, stable inorganic molecules or atoms such as carbon monoxide, carbon dioxide, sulfur, sulfur monoxide, sulfur dioxide, selenium, tellurium, oxygen and nitrogen. This chapter primarily deals with the synthesis of arenes, heterocycles, 1,3‐dienes and polyenes using such extrusion processes. The utility of these reactions in the synthesis of sterically hindered molecules, dendrimers, pheromones, and other natural products are highlighted. The use of extrusion reactions for the “Click and Release” approach in drug development is also introduced.

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Extrusion Reactions Affording Aromatic Systems, Dienes and Polyenes

Guziec

2022

Organic Reactions

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Evolution of a Polyene Cyclization Cascade for the Total Synthesis of (−)‐Cyclosmenospongine

Speck

Magauer

2016

Chemistry A European J

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We report a full account on the development of a unique cationic polyene cyclization for the total synthesis of the tetracyclic meroterpenoid (−)‐cyclosmenospongine. A highly convergent three‐component coupling strategy enabled rapid access to individual cyclization precursors that were tested for their reactivity. The successful transformation generates three rings and sets four consecutive stereocenters in a single operation proceeding in a highly efficient manner to give exclusively the trans‐decalin framework. In addition, we found that the enol ether geometry and the relative configuration of C3 and C8 are crucial for the success of the polyene cyclization.

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Chapter 5.1 Five-membered ring systems: thiophenes and Se/Te analogues

Janosik

Bergman

2008

Progress in Heterocyclic Chemistry

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Cycloaddition approach to the curing of polyimides via precursor containing thiophene‐S,S‐dioxide

Cited by 4 publications

References 9 publications

Extrusion Reactions Affording Aromatic Systems, Dienes and Polyenes

Extrusion Reactions Affording Aromatic Systems, Dienes and Polyenes

Evolution of a Polyene Cyclization Cascade for the Total Synthesis of (−)‐Cyclosmenospongine

Chapter 5.1 Five-membered ring systems: thiophenes and Se/Te analogues

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