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Green Method To Preparing Oxindole-Fused Spirotetrahydrofuran Scaffolds through Methanesulfonic Acid-Catalyzed Cyclization Reactions of 3-Allyl-3-hydroxy-2-oxindole in Water.


ABSTRACT: Water is an ideal solvent for chemical transformations in environmentally friendly and sustainable processes. An operationally simple, metal-free, and green approach to the synthesis of oxindole-fused spirotetrahydrofurans from 3-allyl-3-hydroxy-2-oxindoles in water is described. This method requires only cheap methanesulfonic acid as a catalyst and eliminates the need of complicated reagents. This atom- and step-economical transformation is highly efficient, which provides a new approach for the construction of oxindole-fused spirotetrahydrofuran molecules with potential pharmaceutical interest.

SUBMITTER: Zhang JH 

PROVIDER: S-EPMC6645229 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature

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Green Method To Preparing Oxindole-Fused Spirotetrahydrofuran Scaffolds through Methanesulfonic Acid-Catalyzed Cyclization Reactions of 3-Allyl-3-hydroxy-2-oxindole in Water.

Zhang Jie-Huan JH   Wang Ru-Bing RB   Li De-Feng DF   Zhao Li-Ming LM  

ACS omega 20171020 10


Water is an ideal solvent for chemical transformations in environmentally friendly and sustainable processes. An operationally simple, metal-free, and green approach to the synthesis of oxindole-fused spirotetrahydrofurans from 3-allyl-3-hydroxy-2-oxindoles in water is described. This method requires only cheap methanesulfonic acid as a catalyst and eliminates the need of complicated reagents. This atom- and step-economical transformation is highly efficient, which provides a new approach for th  ...[more]

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