Organocatalytic Synthesis of 2,3,4,9-Tetrahydro-1H-carbazole Embedded Styrene Atropisomers

被引：0
|
作者：
Parida, Chandrakanta [1 ]
Devi, Minakshi [1 ]
Pan, Subhas Chandra [1 ]
机构：
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 27卷 / 02期
关键词：
asymmetric; atropisomers; axial chirality; organocatalytic; tetrahydrocarbazole; 2,3-DISUBSTITUTED INDOLES; C6; FUNCTIONALIZATION; ALKALOIDS; 3-INDOLYLMETHANOLS; ARYLATION;
D O I：
10.1002/ejoc.202300996
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein we report the first synthesis of tetrahydrocarbazole embedded styrene atropisomers via the reaction between 1-(aryl-ethynyl)-naphthalen-2-ol and 2,3,4,9-tetrahydro-1H-carbazole. The reaction proceeds through in situ vinylidene ortho-quinone methide (VQM) intermediate formation. The styrene derivatives were obtained in good to high yields with high diastereoselectivities with a catalytic amount of PTSA. A catalytic asymmetric version is also reported.
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页数：5
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