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. 2020 Nov 25;10(70):42912-42915.
doi: 10.1039/d0ra07806a. eCollection 2020 Nov 23.

Enantioselective amination of 4-alkylisoquinoline-1,3(2 H,4 H)-dione derivatives

Cheng Cheng  1 , Ying-Xian Li  1 , Xue-Min Jia  1 , Ji-Quan Zhang  1 , Yong-Long Zhao  1 , Wei Feng  2 , Lei Tang  1   3 , Yuan-Yong Yang  1   3
Affiliations

Enantioselective amination of 4-alkylisoquinoline-1,3(2 H,4 H)-dione derivatives

Cheng Cheng et al. RSC Adv. .

Abstract

A mild and efficient enantioselective amination of 4-alkylisoquinoline-1,3(2H,4H)-dione derivatives was established, which is compatible with a broad range of substrates and delivers the final products in excellent yields (up to 99%) and ee values (up to 99%) with low catalyst loading (down to 1 mol%). The synthetic potential of this methodology was also demonstrated in the gram scale level.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Fig. 1
Fig. 1. Bioactive compounds bearing isoquinolinedione or tetrahydroisoquinoline core structure.
Scheme 1
Scheme 1. Gram scale preparation of 6i.
Scheme 2
Scheme 2. Transform the product into amino product.
Scheme 3
Scheme 3. Proposed mechanism for the amination reaction.
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