The [4+2] annulation for THIQs.


 
<h2>Abstract</h2>
In this research we represented a simple and elegant method for 3,3-disubstituted THIQs via base-mediated [4 + 2] annulation of α-amino acid ester derivatives and 1,2-bis(bromomethyl)benzene under mild conditions. This protocol features good substrate tolerance, mild conditions and moderate to excellent yields. The synthetic potential of this protocol was highlighted by scale-up experiments and further structural elaboration.

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Synthesis of 3,3‐disubstituted Tetrahydroisoquinolines (THIQs) via Base‐mediated [4 + 2] Annulation

The [4+2] annulation for THIQs. Abstract In this research we represented a simple and elegant method for 3,3-disubstituted THIQs via base-mediated [4 + 2] annulation of α-amino acid ester derivatives and 1,2-bis(bromomethyl)benzene under mild conditions. This protocol features good substrate...

In this research work, Amino acid derived functionalized compounds have been designed, synthesized, and utilized as Hydrogen Bond Donor (HBD) catalysts for the successful installation of CO2 and CS2 in epoxide for the synthesis of cyclic carbonates and dithiocarbonates. Ambient and solvent-free reaction condition with the use atmospheric CO2 makes this catalytic domino method sustainable. 


 
<h2>Abstract</h2>
Amino acid derived functionalized compounds have been designed, synthesized, and utilized as hydrogen bond donor (HBD) catalysts for the successful installation of CO2 and CS2 in epoxide for the synthesis of corresponding cyclic carbonates and dithiocarbonates. Here, the structural features of the catalysts play pivotal role for the viable utilization of the C-1 synthons. The rational design of the HBD catalysts involved strategic derivatization of the amine group of the amino acid ester to cater suitable noncovalent interactions with the substrate epoxide. Suitable hydrogen bonding interactions take place between the purposefully incorporated phenolic −OH groups present in the catalysts and the “O” atom of the epoxide. The syntheses of such amino acid derivatives involve sequential functional group modifications with expedient reaction steps. The catalytic activity of such novel amino acid ester derivatives was studied for CO2 and CS2 installation reactions with various epoxides. Excellent results were obtained in terms of selectivity and yield of the final products. Tetra-butyl ammonium iodide (TBAI) was used as a cocatalyst and the reactions were optimized in a very mild and solvent free condition. Overall, this research work demonstrates effective implementation of newly developed HBD catalysts in the one-pot, multi-steps domino reaction protocol.

Amino Acid Derived Hydrogen Bond Donor (HBD) Catalyst for the Synthesis of Cyclic Carbonates and Cyclic Dithiocarbonates: Experimental and Computational Studies

Artikel

Synthesis of 3,3‐disubstituted Tetrahydroisoquinolines (THIQs) via Base‐mediated [4 + 2] Annulation

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Amino Acid Derived Hydrogen Bond Donor (HBD) Catalyst for the Synthesis of Cyclic Carbonates and Cyclic Dithiocarbonates: Experimental and Computational Studies

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