Synthesis of arylated highly congested indans using a domino sequence
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Pratap, Ramendra
Kumar, Brijesh Ram, Vishnu Ji |
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| Date |
2007-12-27T09:43:09Z
2007-12-27T09:43:09Z 2007 |
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| Identifier |
Tetrahedron 63 (2007) 10300-10308
http://hdl.handle.net/123456789/60 |
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| Description |
A novel and efficient regioselective synthesis of various arylated highly congested 7-aryl-5-methylsulfanylindan-4-carbonitriles (3a-(),
methyl 7-aryl-5-methylsulfanylindan-4-carboxylates (lOa-e) and 7-aryl-5-methylsulfanylindan-4-carboxylic acids (lla-e) through base-catalyzed
reaction of 6-aryl-4-methylsulfanyl-2-oxo-2H-pyran-3-carbonitriles (la-() and methyl 6-aryl-4-methylsulfanyl-2-oxo-2Hpyran-3-carboxylates (9a-e) by
cyclopentanone (2) has been delineated. The synthetic potential of 2-pyranone was explored further to generate mo'iecular diversity using 6-aryl-4-secamino-
2-oxo-2H-pyran-3-carbonitriles (7a-h), 5,6-diaryl-4-methylsulfanyl-2-oxo2H-pyran-3-carbonitriles (Sa,b) and methyl 5,6-diaryl-4-
methylsulfanyl-2-oxo-2H-pyran-3-carboxylates (12a,b) as precursors for the ring transformation by cyclopentanone to assess the effects of substituents
on the course of the reaction to obtain highly congested indans, 6,7diaryl-5-methylsulfanylindan-4-carbonitriles (6a,b), 7-aryl-5-(piperidin-I-yl)indancarbonitriles
(8a-h) and methyl 6,7-4- diaryl-5-methylsulfanylindan-4-carboxylate 13a,b).
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| Format |
275110 bytes
application/pdf |
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| Language |
en
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| Relation |
CDRI communication no. 6960
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| Subject |
Indan
2-0xo-2H-pyrans Regioselective |
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| Title |
Synthesis of arylated highly congested indans using a domino sequence
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| Type |
Article
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