An Efficient Synthesis of Aromatic Aldehydes by Iron-Catalyzed Reductive Carbonylation of Aryl Iodides

被引：0

作者：

Akkineni, R. ^{[1
]}

Sheelam, K. ^{[1
]}

Douglas, S. P. ^{[1
]}

Battula, V. R. ^{[1
]}

机构：

[1] Andhra Univ, AU Coll Engn A, Dept Engn Chem, Visakhapatnam 530003, Andhra Pradesh, India

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 60卷 / 10期

关键词：

reductive carbonylation; aldehydes; aryl halides; catalyst; carbon monoxide; silyl hydride; RADICALS; BROMIDES; HALIDES;

D O I：

10.1134/S1070428024100233

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reductive carbonylation of aryl halides (Hlg = Cl, Br, I) by using carbon monoxide as carbonyl source in the presence of iron catalyst, silyl hydride, and base under mild reaction conditions afforded the corresponding aromatic aldehydes. In this methodology, aryl iodides were conveniently transformed to aldehydes in moderate to excellent yields.

引用

页码：2044 / 2047

页数：4

共 18 条

[1] Aerobic Copper-Catalyzed Organic Reactions [J].

Allen, Scott E. ;

Walvoord, Ryan R. ;

Padilla-Salinas, Rosaura ;

Kozlowski, Marisa C. .

CHEMICAL REVIEWS, 2013, 113 (08) :6234-6458

[2] Palladium-catalyzed hydroxycarbonylation of aryl and vinyl halides or triflates by acetic anhydride and formate anions [J].

Cacchi, S ;

Fabrizi, G ;

Goggiamani, A .

ORGANIC LETTERS, 2003, 5 (23) :4269-4272

[3] THE SYNTHESIS OF AROMATIC ALDEHYDES [J].

FERGUSON, LN .

CHEMICAL REVIEWS, 1946, 38 (02) :227-254

[4] New practical synthesis of 5-formylindole [J].

Fetter, J ;

Bertha, F ;

Poszávácz, L ;

Simig, G .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2005, 42 (01) :137-139

[5] Recent advances in the synthesis of carbonyl compounds by palladium-catalyzed oxidative carbonylation reactions of unsaturated substrates [J].

Gabriele, B ;

Salerno, G ;

Costa, M ;

Chiusoli, GP .

CURRENT ORGANIC CHEMISTRY, 2004, 8 (10) :919-946

[6] Hydroxymethylation beyond Carbonylation: Enantioselective Iridium-Catalyzed Reductive Coupling of Formaldehyde with Allylic Acetates via Enantiotopic π-Facial Discrimination [J].

Garza, Victoria J. ;

Krische, Michael J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (11) :3655-3658

[7] Copper-Catalyzed C-H Functionalization Reactions: Efficient Synthesis of Heterocycles [J].

Guo, Xun-Xiang ;

Gu, Da-Wei ;

Wu, Zhengxing ;

Zhang, Wanbin .

CHEMICAL REVIEWS, 2015, 115 (03) :1622-1651

[8] Non-noble metal-catalysed carbonylative transformations [J].

Li, Yahui ;

Hu, Yuya ;

Wu, Xiao-Feng .

CHEMICAL SOCIETY REVIEWS, 2018, 47 (01) :172-194

[9] Palladium-Catalyzed Reductive Carbonylation of Aryl Bromides with Phosphinite Ligands [J].

Neumann, Helfried ;

Kadyrov, Renat ;

Wu, Xiao-Feng ;

Beller, Matthias .

CHEMISTRY-AN ASIAN JOURNAL, 2012, 7 (10) :2213-2216

[10] New approaches in radical carbonylation chemistry: Fluorous applications and designed tandem processes by species-hybridization with anions and transition metal species [J].

Ryu, I .

CHEMICAL RECORD, 2002, 2 (04) :249-258

← 1 2 →