Photocatalytic Oxidation of α-Substituted Amines to Lactams/Amides

被引:0
|
作者
Kumar, Manish [1 ,2 ]
Kumar, Pawan [1 ,2 ]
Das, Utpal [1 ,2 ]
机构
[1] CSIR Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
关键词
alpha-Aminonitriles; Photocatalytic; Decyanation; Dioxetanimine; Pyrrolidine; GAMMA-LACTAMS;
D O I
10.1002/adsc.202400871
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We, herein, report a base free, photocatalytic decyanation of alpha-aminonitriles. A range of amides and lactams were obtained in 52-95% yields. Control experiments indicate O2 as an amide/lactam oxygen source and the reaction (lactam formation) follows radical pathway via dioxetanimine species. This methodology also applied for alpha-ester/aldehyde substituted pyrrolidines in the presence of a base, probably via decarboxylation pathway.
引用
收藏
页数:5
相关论文
共 50 条
  • [1] N-GERMYLMETHYL-SUBSTITUTED IMIDES, AMIDES AND LACTAMS
    DOMBROVA, OA
    GAR, TK
    IVASHCHENKO, DA
    NIKITIN, VS
    MIRONOV, VF
    ZHURNAL OBSHCHEI KHIMII, 1987, 57 (02): : 392 - 397
  • [2] SYNTHESIS AND ANTICONVULSANT ACTIVITY OF SOME SUBSTITUTED LACTAMS AND AMIDES
    BROUILLETTE, WJ
    GRUNEWALD, GL
    JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (02) : 202 - 206
  • [3] RUTHENIUM-CATALYZED OXIDATION OF AMIDES AND LACTAMS WITH PEROXIDES
    MURAHASHI, SI
    NAOTA, T
    KUWABARA, T
    SAITO, T
    KUMOBAYASHI, H
    AKUTAGAWA, S
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (21) : 7820 - 7822
  • [5] THE ACYL-EXCHANGE REACTIONS OF N-ACYL LACTAMS WITH AMINES - A NOVEL SYNTHESIS OF N-SUBSTITUTED AMIDES
    TANI, H
    OGUNI, N
    ARAKI, T
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1964, 37 (09) : 1245 - 1249
  • [6] Optimized photocatalytic synthesis of amides from amines and aldehydes
    Williams, Katryna
    Gravelle, Steven
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
  • [7] REDUCTION OF AMIDES AND LACTAMS TO AMINES BY REACTIONS WITH PHOSPHORUS OXYCHLORIDE AND SODIUM-BOROHYDRIDE
    KUEHNE, ME
    SHANNON, PJ
    JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (12): : 2082 - 2087
  • [8] An efficient method to convert lactams and amides into 2,2-dialkylated amines
    Agosti, Alessandro
    Britto, Sebastian
    Renaud, Philippe
    ORGANIC LETTERS, 2008, 10 (07) : 1417 - 1420
  • [9] The preparation of chaulmoogra derivatives I Substituted amines and amides
    Payne, JH
    Wrenshall, R
    Duker, KVH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1934, 56 (07) : 2126 - 2128
  • [10] ACETALS OF LACTAMS AND AMIDES
    GRANIK, VG
    MARCHENKO, NB
    SOCHNEVA, EO
    GLUSHKOV, RG
    VLASOVA, TF
    SHEINKER, YN
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1976, (06): : 805 - 808