Abstract
Trisubstituted push-pull nitro alkenes
Highlights
The value of this group of compounds can be demonstrated by their utilization as a reagent in the synthesis of biologically active compounds over the years.[14,15,16,17,18,19,20] For instance, they have been used in rational drug design of topically administered caspase 1 inhibitors for the treatment of inflammatory acne,[14] in the synthesis and biological evaluation of pyrimidine derivatives as novel human Pin[1] inhibitors in the cancer treatment,[15] and the preparation of scaffolds for the design of Rac1−Tiam[1] protein−protein interaction inhibitors[16,17]
This review summarizes the chemistry of trisubstituted push-pull nitroalkenes
It discusses the importance of this group of nitroalkenes in organic synthesis with emphasis on their utilization in the preparation of biologically active compounds
Summary
The value of this group of compounds can be demonstrated by their utilization as a reagent in the synthesis of biologically active compounds over the years.[14,15,16,17,18,19,20] For instance, they have been used in rational drug design of topically administered caspase 1 inhibitors for the treatment of inflammatory acne,[14] in the synthesis and biological evaluation of pyrimidine derivatives as novel human Pin[1] inhibitors in the cancer treatment,[15] and the preparation of scaffolds for the design of Rac1−Tiam[1] protein−protein interaction inhibitors[16,17]. The first method A (Scheme 1) is the most exploited preparation of reviewed structures of nitroenolethers where ether alkyl is mostly lower alkyl (methyl, ethyl).[12,16,17,19,25,26,27,28,29,30,31,32] The reaction of ethyl orthoformate and acetic anhydride with active methylene compounds was reported by Claisen[33] in 1893.
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