Das, Eshani ; Basak, Amit (2020) Regioselective Synthesis of Benzo-Fused Tetrahydroisoquinoline-Based Biaryls through a Tandem One-Pot Halogenation of p-Benzynes from Enediynes and Suzuki-Miyaura Coupling Journal of Organic Chemistry, 85 (4). pp. 2697-2703. ISSN 0022-3263
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Official URL: http://doi.org/10.1021/Acs.Joc.9B02874
Related URL: http://dx.doi.org/10.1021/Acs.Joc.9B02874
Abstract
A regioselective halogenation of p-benzyne derived from a nonaromatic enediyne core via Bergman cyclization and Suzuki-Miyaura coupling of the resulting haloarene in one-pot is disclosed. For the one-pot protocol to work, the reaction conditions were modified compared to an earlier reported procedure ( J. Org. Chem. 2019 , 84 , 2911 - 2921 ) by reducing the amount of lithium iodide and exclusion of pivalic acid. Under these modified conditions, the products, benzo-fused tetrahydroisoquinoline-based biaryl derivatives were obtained in overall high to excellent yields (71-90%).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 130071 |
| Deposited On: | 02 Dec 2022 05:58 |
| Last Modified: | 05 Dec 2022 05:49 |
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