Copper-Catalyzed Synthesis of Indolyl Benzo[b]carbazoles and Their Photoluminescence Property

被引：17

作者：

Hao, Tonggang ^{[1
]}

Huang, Long ^{[1
]}

Wei, Yin ^{[1
]}

Shi, Min ^{[1
]}

机构：

[1] Chinese Acad Sci, Univ Chinese Acad Sci, Ctr Excellence Mol Synth, Shanghai Inst Organ Chem,State Key Lab Organometa, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 13期

基金：

中国国家自然科学基金;

关键词：

CARBAZOLES; INHIBITORS; ACCESS;

D O I：

10.1021/acs.orglett.1c01659

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper-catalyzed cascade cyclization of dihydroisobenzofurans with indoles for the rapid construction of indoly benzo[b]carbazoles has been reported, providing the desired products in moderate to good yields under mild conditions along with a broad substrate scope and good functional group tolerance. The photoluminescence property of these indoly benzo[b]carbazoles has also been investigated.

引用

页码：5133 / 5137

页数：5

共 29 条

[1] Photophysical Study of Blue, Green, and Orange-Red Light-Emitting Carbazoles [J].

Adhikari, Ravi M. ;

Neckers, Douglas C. ;

Shah, Bipin K. .

JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (09) :3341-3349

[2] Recent advances in the synthesis of carbazoles from indoles [J].

Aggarwal, Trapti ;

Sushmita ;

Verma, Akhilesh K. .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (36) :8330-8342

[3] Microwave-enhanced cadogan cyclization: An easy access to the 2-substituted carbazoles and other fused heterocyclic systems [J].

Appukkuttan, P ;

Van der Eycken, E ;

Dehaen, W .

SYNLETT, 2005, (01) :127-133

[4] Design and synthesis of a fluoroindolocarbazole series as selective topoisomerase I active agents.: Discovery of water-soluble 3,9-difluoro-12,13-dihydro-13-[6-amino-β-D-glucopyranosyl]-5H,13H-benzo[b]-thienyl[2,3-α]pyrrolo[3,4-c]carbazole-5,7(6H)-dione (BMS-251873) with curative antitumor activity against prostate carcinoma xenograft tumor model [J].

Balasubramanian, BN ;

Laurent, DRS ;

Saulnier, MG ;

Long, BH ;

Bachand, C ;

Beaulieu, F ;

Clarke, W ;

Deshpande, M ;

Eummer, J ;

Fairchild, CR ;

Frennesson, DB ;

Kramer, R ;

Lee, FY ;

Mahler, M ;

Martel, A ;

Naidu, BN ;

Rose, WC ;

Russell, J ;

Ruediger, E ;

Solomon, C ;

Stoffan, KM ;

Wong, H ;

Zimmermann, K ;

Vyas, DM .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (07) :1609-1612

[5] Synthesis of Pyrrole and Carbazole Alkaloids [J].

Bauer, Ingmar ;

Knoelker, Hans-Joachim .

ALKALOID SYNTHESIS, 2012, 309 :203-253

[6] ON CONSTITUTION OF MURRAYANINE A CARBAZOLE DERIVATIVE ISOLATED FROM MURRAYA KOENIGII SPRENG [J].

CHAKRABORTY, DP ;

BARMAN, BK ;

BOSE, PK .

TETRAHEDRON, 1965, 21 (03) :681-+

[7] Synthesis and biological activities of new checkpoint kinase 1 inhibitors structurally related to granulatimide [J].

Conchon, Elisabeth ;

Anizon, Fabrice ;

Aboab, Bettina ;

Prudhomme, Michelle .

JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (19) :4669-4680

[8] Midostaurin: a novel therapeutic agent for patients with FLT3-mutated acute myeloid leukemia and systemic mastocytosis [J].

Gallogly, Molly M. ;

Lazarus, Hillard M. ;

Cooper, Brenda W. .

THERAPEUTIC ADVANCES IN HEMATOLOGY, 2017, 8 (09) :245-261

[9]

Graebe C., 1872, BER DTSCH CHEM GES, V5, P12

[10] Synthesis and biological evaluation of novel N-substituted 1H-dibenzo[a,c]carbazole derivatives of dehydroabietic acid as potential antimicrobial agents [J].

Gu, Wen ;

Qiao, Chao ;

Wang, Shi-Fa ;

Hao, Yun ;

Miao, Ting-Ting .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (01) :328-331

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