Ligandless Palladium-Catalyzed Reductive Carbonylation of Aryl Iodides under Ambient Conditions

被引：16

作者：

Han, Wei ^{[1
,2
]}

Liu, Binbin ^{[1
]}

Chen, Junjie ^{[1
]}

Zhou, Qing ^{[1
]}

机构：

[1] Nanjing Normal Univ, Sch Chem & Mat Sci, Key Lab Appl Photochem, Jiangsu Key Lab Biofunct Mat, Wenyuan Rd 1, Nanjing 210023, Jiangsu, Peoples R China

[2] Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Nanjing 210023, Jiangsu, Peoples R China

来源：

SYNLETT | 2017年 / 28卷 / 07期

关键词：

aromatic aldehydes; aryl iodides; reductive carbonylation; ligandless; ambient conditions; SUZUKI COUPLING REACTION; IN-SITU GENERATION; ARYLBORONIC ACIDS; FORMYLATION; NANOPARTICLES; HALIDES; EFFICIENT; PRESSURE; BROMIDES; ALDEHYDES;

D O I：

10.1055/s-0036-1588930

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ligandless palladium-catalyzed reductive carbonylation of aryl iodides for the synthesis of aromatic aldehydes has been developed. This carbonylation process proceeded effectively even under ambient temperature and pressure. In addition, this method enables successive reductive carbonylation of diiodobenzenes to furnish dialdehydes in satisfactory yields. Finally, the nature of the active catalytic species is discussed.

引用

页码：835 / 840

页数：6

共 50 条

[41] Palladium-Catalyzed Esterification of Carboxylic Acids with Aryl Iodides
Kitano, Hiroyuki
Ito, Hideto
Itami, Kenichiro
ORGANIC LETTERS, 2018, 20 (08) : 2428 - 2432
[42] Palladium-Catalyzed Safe Cyanation of Aryl Iodides with Hexamethylenetetramine
Yan, Yunjing
Sun, Song
Cheng, Jiang
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (23): : 12888 - 12891
[43] Palladium-Catalyzed α-Arylation of Sultams with Aryl and Heteroaryl Iodides
Rene, Olivier
Fauber, Benjamin P.
Malhotra, Sushant
Yajima, Herbert
ORGANIC LETTERS, 2014, 16 (13) : 3468 - 3471
[44] Versatile palladium-catalyzed double carbonylation of aryl bromides
Shen, Chaoren
Fink, Cornel
Laurenczy, Gabor
Dyson, Paul J.
Wu, Xiao-Feng
CHEMICAL COMMUNICATIONS, 2017, 53 (92) : 12422 - 12425
[45] MECHANISTIC STUDIES ON PALLADIUM-CATALYZED DOUBLE CARBONYLATION OF ARYL IODIDES AFFORDING ALPHA-KETO ESTERS
YAMASHITA, H
SAKAKURA, T
KOBAYASHI, TA
TANAKA, M
JOURNAL OF MOLECULAR CATALYSIS, 1988, 48 (01): : 69 - 79
[46] Palladium-catalyzed electrochemical carbonylation of alkynes under very mild conditions
Chiarotto, I
Carelli, I
SYNTHETIC COMMUNICATIONS, 2002, 32 (06) : 881 - 886
[47] Double carbonylation of aryl iodides with diethylamine catalyzed by dinuclear palladium complexes
Tsukada, N
Ohba, Y
Inoue, Y
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 687 (02) : 436 - 443
[48] Palladium-catalyzed carboxylative cyclization of propargylic amines with aryl iodides, CO2 and CO under ambient pressure
Cai, Shuai-Fang
Qiu, Li-Qi
Huang, Wen-Bin
Li, Hong-Ru
He, Liang-Nian
CHEMICAL COMMUNICATIONS, 2022, 58 (43) : 6332 - 6335
[49] Palladium-catalyzed reductive carbonylation of nitrobenzene for producing phenyl isocyanate
Thanh Tung Nguyen
Anh Vy Tran
Lee, Hye Jin
Baek, Jayeon
Kim, Yong Jin
TETRAHEDRON LETTERS, 2019, 60 (50)
[50] PALLADIUM-CATALYZED DOUBLE CARBONYLATION OF ALKYL IODIDES BEARING PERFLUOROALKYL GROUP
URATA, H
ISHII, Y
FUCHIKAMI, T
TETRAHEDRON LETTERS, 1989, 30 (33) : 4407 - 4410

← 1 2 3 4 5 →