Synthesis of Substituted 3-Iodocoumarins and 3-Iodobutenolides via Electrophilic Iodocyclization of Ethoxyalkyne Diols
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Reddy, M S
Thirupathi, Nuligonda Babu, M H Puri, Surendra |
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| Date |
2013-07-05T10:20:46Z
2013-07-05T10:20:46Z 2013 |
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| Identifier |
The Journal of Organic Chemistry, 2013, 78 (12), 5878–5888
http://hdl.handle.net/123456789/1082 |
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| Description |
A convenient and general synthesis of various 4-substituted-3-iodocoumarins and 4,5-disubstituted-3-iodobutenolides is described via an exclusive 6-endo-dig-iodocyclization of 3-ethoxy-1-(2-alkoxyphenyl)-1-ols and 5-endo-dig-iodocyclization of 1-alkoxy-4-ethoxy-3-yn-1,2-diols respectively. The reaction is carried out in very mild conditions using I2 in CH2Cl2 or toluene at room temperature. Oxygen in OMe and OMOM groups were used as efficient nucleophiles for this intramolecular cyclization to obtain the products in good to excellent yields.
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| Format |
513238 bytes
application/pdf |
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| Language |
en
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| Relation |
CDRI Communication No: 8462
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| Subject |
2-alkoxyphenyl
Synthesis |
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| Title |
Synthesis of Substituted 3-Iodocoumarins and 3-Iodobutenolides via Electrophilic Iodocyclization of Ethoxyalkyne Diols
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| Type |
Article
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