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An Efficient Approach to Functionalized Indoles from λ 3 ‐Iodanes via Acyloxylation and Acyl Transfer
Versatile role of λ 3 ‐iodanes has been identified between the reaction of hydroquinone and β‐enaminones for the synthesis of 5‐acyloxy‐4‐hydroxy indoles. The reaction is proposed to proceed through an intermolecular C−C bond formation, intramolecular cyclization, acyloxylation and 1,4‐acyl migratio...
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| Published in: | Advanced synthesis & catalysis 2020-07, Vol.362 (14), p.2911-2920 |
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| Main Authors: | , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c842-18e87af82a1e3b246ff296deb426a34a7e76cd389bacab107030de804d1c601f3 |
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| cites | cdi_FETCH-LOGICAL-c842-18e87af82a1e3b246ff296deb426a34a7e76cd389bacab107030de804d1c601f3 |
| container_end_page | 2920 |
| container_issue | 14 |
| container_start_page | 2911 |
| container_title | Advanced synthesis & catalysis |
| container_volume | 362 |
| creator | Jeyakannu, Palaniraja Chandru Senadi, Gopal Chiang, Chun‐Hsien Kumar Dhandabani, Ganesh Chang, Yu‐Ching Wang, Jeh‐Jeng |
| description | Versatile role of λ
3
‐iodanes has been identified between the reaction of hydroquinone and β‐enaminones for the synthesis of 5‐acyloxy‐4‐hydroxy indoles. The reaction is proposed to proceed through an intermolecular C−C bond formation, intramolecular cyclization, acyloxylation and 1,4‐acyl migration. The important features of this work include various acyloxylation from λ
3
‐iodanes and broad functional group tolerance to deliver 34 examples in moderate to good yields.
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| doi_str_mv | 10.1002/adsc.202000402 |
| format | article |
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3
‐iodanes has been identified between the reaction of hydroquinone and β‐enaminones for the synthesis of 5‐acyloxy‐4‐hydroxy indoles. The reaction is proposed to proceed through an intermolecular C−C bond formation, intramolecular cyclization, acyloxylation and 1,4‐acyl migration. The important features of this work include various acyloxylation from λ
3
‐iodanes and broad functional group tolerance to deliver 34 examples in moderate to good yields.
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3
‐iodanes has been identified between the reaction of hydroquinone and β‐enaminones for the synthesis of 5‐acyloxy‐4‐hydroxy indoles. The reaction is proposed to proceed through an intermolecular C−C bond formation, intramolecular cyclization, acyloxylation and 1,4‐acyl migration. The important features of this work include various acyloxylation from λ
3
‐iodanes and broad functional group tolerance to deliver 34 examples in moderate to good yields.
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3
‐iodanes has been identified between the reaction of hydroquinone and β‐enaminones for the synthesis of 5‐acyloxy‐4‐hydroxy indoles. The reaction is proposed to proceed through an intermolecular C−C bond formation, intramolecular cyclization, acyloxylation and 1,4‐acyl migration. The important features of this work include various acyloxylation from λ
3
‐iodanes and broad functional group tolerance to deliver 34 examples in moderate to good yields.
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| title | An Efficient Approach to Functionalized Indoles from λ 3 ‐Iodanes via Acyloxylation and Acyl Transfer |
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