Investigation of The Reaction of alpha-Thioamides, alpha-Esters and alpha-Nitriles With N-Halosuccinimides

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TY  - JOUR
  - Kissane, M, Murphy, M, Lynch, D, Ford, A, Maguire, AR
  - 2008
  - August
  - Tetrahedron
  - Investigation of The Reaction of alpha-Thioamides, alpha-Esters and alpha-Nitriles With N-Halosuccinimides
  - Validated
  - ()
  - 64
  - 32
  - 7639
  - 7649
  - investigation of the reaction of alpha-thioamides, alpha-esters and alpha-nitriles with NBS and NCS is described. The scope of this stereoselective oxidative transformation to the beta-haloacrylamides, beta-acrylates and beta-acrylonitriles has been determined. A mechanistic rationale to explain the observed differences in reactivity between the amide, ester and nitrile series is proposed. (C) 2008 Elsevier Ltd. All rights reserved..
  - DOI 10.1016/j.tet.2008.05.026
DA  - 2008/08
ER  - 
@article{V723397,
   = {Kissane,  M and  Murphy,  M and  Lynch,  D and  Ford,  A and  Maguire,  AR },
   = {2008},
   = {August},
   = {Tetrahedron},
   = {Investigation of The Reaction of alpha-Thioamides, alpha-Esters and alpha-Nitriles With N-Halosuccinimides},
   = {Validated},
   = {()},
   = {64},
   = {32},
  pages = {7639--7649},
   = {{investigation of the reaction of alpha-thioamides, alpha-esters and alpha-nitriles with NBS and NCS is described. The scope of this stereoselective oxidative transformation to the beta-haloacrylamides, beta-acrylates and beta-acrylonitriles has been determined. A mechanistic rationale to explain the observed differences in reactivity between the amide, ester and nitrile series is proposed. (C) 2008 Elsevier Ltd. All rights reserved..}},
   = {DOI 10.1016/j.tet.2008.05.026},
  source = {IRIS}
}
AUTHORSKissane, M, Murphy, M, Lynch, D, Ford, A, Maguire, AR
YEAR2008
MONTHAugust
JOURNAL_CODETetrahedron
TITLEInvestigation of The Reaction of alpha-Thioamides, alpha-Esters and alpha-Nitriles With N-Halosuccinimides
STATUSValidated
TIMES_CITED()
SEARCH_KEYWORD
VOLUME64
ISSUE32
START_PAGE7639
END_PAGE7649
ABSTRACTinvestigation of the reaction of alpha-thioamides, alpha-esters and alpha-nitriles with NBS and NCS is described. The scope of this stereoselective oxidative transformation to the beta-haloacrylamides, beta-acrylates and beta-acrylonitriles has been determined. A mechanistic rationale to explain the observed differences in reactivity between the amide, ester and nitrile series is proposed. (C) 2008 Elsevier Ltd. All rights reserved..
PUBLISHER_LOCATION
ISBN_ISSN
EDITION
URL
DOI_LINKDOI 10.1016/j.tet.2008.05.026
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