Synthesis of 3,3‐disubstituted Tetrahydroisoquinolines (THIQs) via Base‐mediated [4 + 2] Annulation
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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 tolerance, mild conditions and moderate to excellent yields. The synthetic potential of this protocol was highlighted by scale-up experiments and further structural elaboration.
![Synthesis of 3,3‐disubstituted Tetrahydroisoquinolines (THIQs) via Base‐mediated [4 + 2] Annulation](/_next/image?url=%2F_next%2Fstatic%2Fmedia%2Fplaceholder.5ca6fc18.png&w=256&q=75)
![Synthesis of 3,3‐disubstituted Tetrahydroisoquinolines (THIQs) via Base‐mediated [4 + 2] Annulation](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158444_fig_0001_a_36fd5c002c.png&w=256&q=75)
![Synthesis of 3,3‐disubstituted Tetrahydroisoquinolines (THIQs) via Base‐mediated [4 + 2] Annulation](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158499_fig_0001_a_8463b1bf14.png&w=256&q=75)
![Synthesis of 3,3‐disubstituted Tetrahydroisoquinolines (THIQs) via Base‐mediated [4 + 2] Annulation](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158504_gra_0001_a_6653df00f8.png&w=256&q=75)
