Amphiphilic methyleneamino synthon through organic dye catalyzed-decarboxylative aminoalkylation

被引：88

作者：

Chen, Li ^{[1
]}

Chao, Chin Sheng ^{[2
]}

Pan, Yuanhang ^{[1
]}

Dong, Sheng ^{[1
]}

Teo, Yew Chin ^{[1
]}

Wang, Jian ^{[1
]}

Tan, Choon-Hong ^{[2
]}

机构：

[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

[2] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 63737, Singapore

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2013年 / 11卷 / 35期

关键词：

C-H ARYLATION; PHOTOREDOX CATALYSIS; DUAL CATALYSIS; FUNCTIONALIZATION; RADICALS; STRATEGY; ALKYNYLATION;

D O I：

10.1039/c3ob41091a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The utilization of a photo-induced synthon generated from N-phenyl glycine by an organic dye and visible light irradiation is disclosed. The intermediate could be coupled with either a radical or a nucleophile in a simple operation to afford several natural product-like compounds.

引用

页码：5922 / 5925

页数：4

共 47 条

[21] Visible light photoredox catalysis: applications in organic synthesis
Narayanam, Jagan M. R.
Stephenson, Corey R. J.
[J]. CHEMICAL SOCIETY REVIEWS, 2011, 40 (01) : 102 - 113
[22] Metal-Free, Cooperative Asymmetric Organophotoredox Catalysis with Visible Light
Neumann, Matthias
Fueldner, Stefan
Koenig, Burkhard
Zeitler, Kirsten
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (04) : 951 - 954
[23] Selective photocatalytic aerobic bromination with hydrogen bromide via an electron-transfer state of 9-mesityl-10-methylacridinium ion
Ohkubo, Kei
Mizushima, Kentaro
Iwata, Ryosuke
Fukuzumi, Shunichi
[J]. CHEMICAL SCIENCE, 2011, 2 (04) : 715 - 722
[24] Graphene oxide and Rose Bengal: oxidative C-H functionalisation of tertiary amines using visible light
Pan, Yuanhang
Wang, Shuai
Kee, Choon Wee
Dubuisson, Emilie
Yang, Yuanyong
Loh, Kian Ping
Tan, Choon-Hong
[J]. GREEN CHEMISTRY, 2011, 13 (12) : 3341 - 3344
[25] Dehydrogenative coupling reactions catalysed by Rose Bengal using visible light irradiation
Pan, Yuanhang
Kee, Choon Wee
Chen, Li
Tan, Choon-Hong
[J]. GREEN CHEMISTRY, 2011, 13 (10) : 2682 - 2685
[26] The sunny side of chemistry: green synthesis by solar light
Protti, Stefano
Fagnoni, Maurizio
[J]. PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2009, 8 (11) : 1499 - 1516
[27] Photoorganocatalysis. What for?
Ravelli, Davide
Fagnoni, Maurizio
Albini, Angelo
[J]. CHEMICAL SOCIETY REVIEWS, 2013, 42 (01) : 97 - 113
[28] Dyes as Visible Light Photoredox Organocatalysts
Ravelli, Davide
Fagnoni, Maurizio
[J]. CHEMCATCHEM, 2012, 4 (02) : 169 - 171
[29] Catalytic Hydroaminoalkylation
Roesky, Peter W.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (27) : 4892 - 4894
[30] Dual catalysis: combining photoredox and Lewis base catalysis for direct Mannich reactions
Rueping, Magnus
Vila, Carlos
Koenigs, Rene M.
Poscharny, Konstantin
Fabry, David C.
[J]. CHEMICAL COMMUNICATIONS, 2011, 47 (08) : 2360 - 2362

← 1 2 3 4 5 →