Persulfate promoted carbamoylation of N-arylacrylamides and N-arylcinnamamides with 4-carbamoyl-Hantzsch esters

被引：3

作者：

Jing, Qi ^{[1
,2
]}

Qiao, Fu-Ci ^{[1
]}

Sun, Jing ^{[2
]}

Wang, Jing-Yun ^{[1
]}

Zhou, Ming-Dong ^{[1
,2
]}

机构：

[1] Shenyang Univ Chem Technol, Coll Chem Engn, Shenyang 110142, Peoples R China

[2] Liaoning Petrochem Univ, Sch Petrochem Engn, Fushun 113001, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 37期

关键词：

ACTIVATED ALKENES; ALKYLATION REAGENTS; 4-ALKYL-1,4-DIHYDROPYRIDINES; HETEROCYCLES; CYCLIZATION; PROGRESS;

D O I：

10.1039/d3ob01240a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carbamoyl-Hantzsch esters were used as carbamoyl radical precursors for oxidative carbamoylation of N-arylacrylamides and N-arylcinnamamides in the presence of inexpensive persulfates. This protocol can be applied to a broad range of substrates with various functional groups, providing a variety of 3,3-disubstituted oxindoles and 3,4-disubstituted dihydroquinolin-2(1H)-ones in moderate to good yields via an intermolecular addition/cyclization process.

引用

页码：7530 / 7534

页数：5

共 23 条

[21] Preparation of esters and amides from carboxylic acids and N-formylation of amines promoted by 1,3,5-triazo-2,4,6-triphosphorine-2,2,4,4,6,6-hexachloride (TAPC)
Bahrami, Kiumars
Khodaei, Mohammad M.
Targhan, Homa
Arabi, Mehdi Sheikh
TETRAHEDRON LETTERS, 2013, 54 (37) : 5064 - 5068
[22] BORON CHELATE COMPLEXES WITH 4-[N-(R-PYRID-2-YL)CARBAMOYL]-3-AMINO-2-CYANOBUTEN-2-IC ACID-ESTERS (CODIMERS OF N-(R-PYRID-2-YL)AMIDES AND THE ETHYL-ESTER OF CYANOACETIC ACID)
BOGDANOV, VS
BARANIN, SV
DIB, A
YAKOVLEV, IP
DOROKHOV, VA
BULLETIN OF THE RUSSIAN ACADEMY OF SCIENCES-DIVISION OF CHEMICAL SCIENCE, 1992, 41 (09): : 1693 - 1699
[23] COPPER (I)-PROMOTED CONDENSATION OF ALPHA-AMINO-ACIDS WITH BETA-KETO THIO ESTERS - SYNTHESIS OF N-ACYLATED L-LEUCINE DERIVATIVES CONTAINING (S)-4-HYDROXY-5-METHYL-3-OXOHEXANOIC AND (S)-4-HYDROXY-2,5-DIMETHYL-3-OXOHEXANOIC ACID
KIM, HO
OLSEN, RK
CHOI, OS
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (20): : 4531 - 4536

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