Synthesis of Isonitriles from N-Substituted Formamides Using Triphenylphosphine and Iodine

被引：33

作者：

Wang, Xia ^{[1
]}

Wang, Qing-Gang ^{[1
]}

Luo, Qun-Li ^{[1
]}

机构：

[1] Southwest Univ, Key Lab Appl Chem Chongqing Municipal, Coll Chem & Chem Engn, Chongqing 400715, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2015年 / 47卷 / 01期

基金：

中国国家自然科学基金;

关键词：

isonitriles; formamides; dehydration; triphenylphosphine; iodine; PALLADIUM-CATALYZED SYNTHESIS; ISOCYANIDE INSERTION; DERIVATIVES; REACTIVITY; ACIDS; ALKYL;

D O I：

10.1055/s-0034-1379111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of N-substituted formamides with the reagent combination of triphenylphosphine and molecular iodine, in the presence of a tertiary amine, quickly produces the corresponding isocyanides in high yields under ambient conditions. The process employs readily available and low-cost reagents, a convenient synthetic procedure, and mild reaction conditions for the synthesis of various alkyl and aryl isocyanides.

引用

页码：49 / 54

页数：6

共 50 条

[21] SYNTHESIS OF N-SUBSTITUTED METHANEDISULFONAMIDES AND N'-SUBSTITUTED METHANEDISULFONYLUREAS
KESSLER, WV
JENKINS, GL
JOURNAL OF PHARMACEUTICAL SCIENCES, 1961, 50 (10) : 842 - &
[22] SYNTHESIS OF N-SUBSTITUTED TRIMETHYLENEIMINES
LEDINA, LE
PERCHENKO, VN
NAMETKIN, NS
KRAPIVIN, AM
DOKLADY AKADEMII NAUK SSSR, 1978, 243 (05): : 1200 - 1203
[23] THE SYNTHESIS OF N-SUBSTITUTED CARBAMATES
SHRINER, RL
CHILD, RG
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (02) : 549 - 550
[24] SYNTHESIS OF N-SUBSTITUTED THIOUREA
MOZOLIS, VV
IOKUBAIT.SP
USPEKHI KHIMII, 1973, 42 (07) : 1310 - 1324
[25] SYNTHESIS OF N-SUBSTITUTED ISOINDOLINES
CHIMENTI, F
VOMERO, S
FARMACO-EDIZIONE SCIENTIFICA, 1975, 30 (11): : 884 - 890
[26] Synthesis of N-substituted aminomethylenediphenylphosphinoxides
Frolovskii, VA
Studnev, YN
Rozantsev, GG
ZHURNAL OBSHCHEI KHIMII, 1996, 66 (04): : 692 - 693
[27] Synthesis of N-Substituted Malonodiimidates
V. E. Shishkin
Yu. V. Popov
O. V. Anishchenko
M. A. Shevchenko
I. A. Kosheleva
N. A. Sokolov
Russian Journal of General Chemistry, 2018, 88 : 2200 - 2203
[28] Synthesis of N-Substituted Malonodiimidates
Shishkin, V. E.
Popov, Yu. V.
Anishchenko, O. V.
Shevchenko, M. A.
Kosheleva, I. A.
Sokolov, N. A.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2018, 88 (10) : 2200 - 2203
[29] SYNTHESIS OF N-SUBSTITUTED XANTHINES
GULEVSKAYA, AV
POZHARSKII, AF
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1991, (01): : 3 - 27
[30] SYNTHESIS OF N-SUBSTITUTED ISOMALEIMIDES
COTTER, RJ
SAUERS, CK
WHELAN, JM
JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (01): : 10 - &

← 1 2 3 4 5 →