## Abstract A tandem S~N~2‐Michael addition reaction has been developed for the synthesis of __cis__‐ and __trans__‐fused nitrogen and sulfur heterocycles from the __cis__ and __trans__ isomers of ethyl (±)‐(2__E__)‐3‐[2‐(iodomethyl)cyclo‐hexyl]‐2‐propenoate. Octahydro‐1__H__‐isoindole‐1‐acetic aci
Fused-Ring Nitrogen and Sulfur Heterocycles by a Tandem SN2-Michael Addition Reaction.
✍ Scribed by Richard A. Bunce; Sharadsrikar V. Kotturi; Christopher J. Peeples; Elizabeth M. Holt
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 153 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
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## Abstract magnified image Benzo‐fused heterocyclic and carbocyclic systems have been synthesized by intramolecular S~N~Ar and tandem S~N~2‐S~N~Ar reactions. Treatment of 3‐(2‐fluoro‐5‐nitrophenyl)‐1‐propanol with sodium hydride in __N,N__‐dimethylformamide gave 6‐nitrochroman in 80% yield by an
## Abstract magnified image Efficient syntheses of dibenz[__b,f__][1,4]oxazepin‐11(10__H__)‐one, 5,10‐dihydro‐11__H__‐dibenzo[__b,e__][1,4]‐diazepin‐11‐one and 5,11‐dihydro‐6__H__‐dibenz[__b,e__]azepin‐6‐one are described using a tandem reductionlactamization sequence. Precursors for these ring sy