Literature DB >> 19344164

Reactions of conjugate phosphinyl- and phosphonyl-nitroso alkenes with enamines. Preparation of N-hydroxypyrrole derivatives.

Jesús M de los Santos1, Roberto Ignacio, Domitila Aparicio, Francisco Palacios, José M Ezpeleta.   

Abstract

The synthesis of highly functionalized N-hydroxypyrrole derivatives by the formal [3+2] cycloaddition reaction of enamines and nitroso alkenes derived from phosphine oxides and phosphonates is reported. Intermediate phosphorylated nitrones, whose formation can be explained by a conjugate addition of enamines to phosphorylated nitroso alkenes and formation of the five-membered heterocycles, are isolated.

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Year:  2009        PMID: 19344164     DOI: 10.1021/jo900489j

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  The [4+2]-Cycloaddition of α-Nitrosoalkenes with Thiochalcones as a Prototype of Periselective Hetero-Diels-Alder Reactions-Experimental and Computational Studies.

Authors:  Grzegorz Mlostoń; Katarzyna Urbaniak; Marcin Jasiński; Ernst-Ulrich Würthwein; Heinz Heimgartner; Reinhold Zimmer; Hans-Ulrich Reissig
Journal:  Chemistry       Date:  2019-11-22       Impact factor: 5.236

Review 2.  Addition and cycloaddition reactions of phosphinyl- and phosphonyl-2H-azirines, nitrosoalkenes and azoalkenes.

Authors:  Américo Lemos
Journal:  Molecules       Date:  2009-10-13       Impact factor: 4.411

  2 in total

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