Cu(I)-Catalyzed [3+3] Cycloaddition Reaction of Ethynyl Methylene Cyclic Carbamates and Azomethine Imines

24 October 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A copper-catalyzed efficient, operationally simple, general method for straightforward syntheses of 1,2,4-triazinane derivatives employing EMCCs (ethynyl methylene cyclic carbamates) as precursors reacting with azomethine Imines was firstly reported. A wide variety of 1,2,4-triazinane derivatives were obtained in acceptable to good yields under mild conditions. This protocol features broad substrate scope, high functional group tolerance and easy operation, therefore enabling late-stage functionalization. In addition, a scale-up experiment further highlighted the synthetic utility.

Supplementary materials

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Title
Cu(I)-Catalyzed [3+3] Cycloaddition Reaction of Ethynyl Methylene Cyclic Carbamates and Azomethine Imines
Description
A copper-catalyzed efficient, operationally simple, general method for straightforward syntheses of 1,2,4-triazinane derivatives employing EMCCs (ethynyl methylene cyclic carbamates) as precursors reacting with azomethine Imines was firstly reported. A wide variety of 1,2,4-triazinane derivatives were obtained in acceptable to good yields under mild conditions. This protocol features broad substrate scope, high functional group tolerance and easy operation, therefore enabling late-stage functionalization. In addition, a scale-up experiment further highlighted the synthetic utility.
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