Access to Hetero-Benzyl Scaffolds via Transient-Ligand-Enabled Direct γ-C(sp 3 )-H Arylation of 3-Methylheteroarene-2-Carbaldehydes
An efficient and straightforward method has been developed for the synthesis of β-benzyl-substituted 5-membered heterocyclic carbaldehydes via transient directing-group-enabled direct γ-C(sp )-H arylation of 3-methylheteroarene-2-carbaldehydes. A wide range of 3-methylheteroarene carbaldehydes under...
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| Veröffentlicht in: | Journal of organic chemistry 2020-06, Vol.85 (11), p.6924-6934 |
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| Sprache: | eng |
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| container_end_page | 6934 |
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| container_issue | 11 |
| container_start_page | 6924 |
| container_title | Journal of organic chemistry |
| container_volume | 85 |
| creator | Reddy, Chennakesava Shaikh, Javed Y Bhat, Ramakrishna G |
| description | An efficient and straightforward method has been developed for the synthesis of β-benzyl-substituted 5-membered heterocyclic carbaldehydes via transient directing-group-enabled direct γ-C(sp
)-H arylation of 3-methylheteroarene-2-carbaldehydes. A wide range of 3-methylheteroarene carbaldehydes undergo coupling with a variety of aryl iodides, including less reactive iodo pyridine derivatives to provide a library of highly selective functionalized products in good to excellent yields. Some of these products have been successfully utilized in synthesizing useful synthetic intermediates. |
| doi_str_mv | 10.1021/acs.joc.0c00154 |
| format | Article |
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| ispartof | Journal of organic chemistry, 2020-06, Vol.85 (11), p.6924-6934 |
| issn | 0022-3263 1520-6904 |
| language | eng |
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| source | ACS Publications |
| title | Access to Hetero-Benzyl Scaffolds via Transient-Ligand-Enabled Direct γ-C(sp 3 )-H Arylation of 3-Methylheteroarene-2-Carbaldehydes |
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