Application of isatin-derived saturated esters in the synthesis of 3,3'-spirooxindole γ-butyrolactams.

Org Biomol Chem

State Key Laboratory of Natural Medicines, School of Science, China Pharmaceutical University, Nanjing, 210009, P. R. China.

Published: October 2019

Stable while reactive isatin-derived saturated esters have been utilized as 3-carbon synthons in a base-promoted formal [3 + 2] annulation with N-Boc imines. The developed protocol offers a direct pathway for the rapid and divergent construction of two classes of 3,3'-spirooxindole γ-butyrolactam skeletons that are recognized as the privileged structures of various bioactive compounds. This protocol also has the advantages of mild reaction conditions, scalability and wide reaction scope.

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http://dx.doi.org/10.1039/c9ob01347dDOI Listing

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Application of isatin-derived saturated esters in the synthesis of 3,3'-spirooxindole γ-butyrolactams.

Org Biomol Chem

October 2019

State Key Laboratory of Natural Medicines, School of Science, China Pharmaceutical University, Nanjing, 210009, P. R. China.

Stable while reactive isatin-derived saturated esters have been utilized as 3-carbon synthons in a base-promoted formal [3 + 2] annulation with N-Boc imines. The developed protocol offers a direct pathway for the rapid and divergent construction of two classes of 3,3'-spirooxindole γ-butyrolactam skeletons that are recognized as the privileged structures of various bioactive compounds. This protocol also has the advantages of mild reaction conditions, scalability and wide reaction scope.

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