Oxidation of aldimines to amides by m-CPBA and BF3·OEt2

An, Gwangil; Kim, Misoo; Kim, Jin‐Yeon; Rhee, Hakjune

doi:10.1016/s0040-4039(03)00156-4

Cited by 43 publications

(21 citation statements)

References 53 publications

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“…In 2003 An et al [18] published analogous epoxidation under the conditions of m-CPBA and BF 3 ÁOEt 2 . The preparation of 15 and its derivatives was described [16,19].…”

Section: History and Synthesis Of Pentafluorobenzaldehydementioning

confidence: 99%

Pentafluorobenzaldehyde and its utilizing in organic synthesis

Pažitný

Solčan

Végh

2009

Journal of Fluorine Chemistry

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“…In 2003 An et al [18] published analogous epoxidation under the conditions of m-CPBA and BF 3 ÁOEt 2 . The preparation of 15 and its derivatives was described [16,19].…”

Section: History and Synthesis Of Pentafluorobenzaldehydementioning

confidence: 99%

Pentafluorobenzaldehyde and its utilizing in organic synthesis

Pažitný

Solčan

Végh

2009

Journal of Fluorine Chemistry

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“…[12,13] The results obtained when "sasaposing" pentafluoro benzaldehyde 7 and the corresponding phenyl imine 8 [12] are summarized in Scheme 4.…”

Section: Resultsmentioning

confidence: 99%

Massive Electrostatic Effects on Heteropolar C–C Disconnections: Transforming a Phenyl Anion into a Potent Leaving Group

2005

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The SASAPOS protocol – a general reaction sequence which allows the complete exchange of various neutral ligands X in organic, elementorganic, and inorganic systems by cationic ligands L+ – has been applied to a small variety of pentafluoro benzene derivatives C6F5–E (E = –C(O)H, –C(N–Ph)H, –PCl2/–P(L+)2, –H) yielding the ion clusters C6(L+)5–E (F3CSO3–)5. The reaction conditions required to observe a heteropolar C–C or C–P disconnection, with a highly stabilized pentakisonio‐substituted phenyl anion as the key intermediate, are specified. When E = H, the latter compound also figures as the key intermediate during H/D exchange under basic conditions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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“…Many of these methods have some disadvantages, such as the use of toxic metals, strong Lewis acids, expensive reagents, low yield and drastic reaction conditions. These difficulties have encouraged efforts towards the identification and development of more atom‐efficient, catalytic methods for amide bond formation, as evidenced by the increasing number of publications in this area in recent years …”

Section: Introductionmentioning

confidence: 99%