Conjugation Driven Cascade Approach to Enantiopure Pyrano-Fused 1,5-Benzodiazepines by Tandem Condensation-[3,3] Sigmatropic Rearrangement-Aza-Michael Addition-Elimination
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Husain, Irfan
Saquib, Mohammad Shaw, A K |
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| Date |
2013-09-06T10:07:21Z
2013-09-06T10:07:21Z 2013 |
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| Identifier |
European Journal of Organic Chemistry, 2013, 2013(11), 2194–2200
http://hdl.handle.net/123456789/1124 |
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| Description |
Sugar based Morita-Baylis-Hillman (MBH) acetates easily obtained from commercially available D-glucal underwent rapid reaction with different o-phenylenediamines to afford a series of novel enantiomerically pure tricyclic pyrano-fused 1,5-benzodiazepines possessing multiple points of diversity which could serve as potential drug scaffolds in good yields. The driving force behind this reaction seemed to be the high stability associated with conjugated tricyclic system and involved an unprecedented amine-carbonyl condensation-[3,3] sigmatropic rearrangement-cyclization cascade.
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7383206 bytes
application/pdf |
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| Language |
en
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| Relation |
CDRI Communication No. 8385
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| Subject |
Pyrano-fused 1,5-Benzodiazepines
Diversity-oriented synthesis Tricyclic scaffolds Sigmatropic rearrangement Morita Baylis Hillman (MBH) acetates |
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| Title |
Conjugation Driven Cascade Approach to Enantiopure Pyrano-Fused 1,5-Benzodiazepines by Tandem Condensation-[3,3] Sigmatropic Rearrangement-Aza-Michael Addition-Elimination
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Article
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