Synthesis of Indeno[ b ]indole and Naphtho[ a ]carbazole Derivatives Involving Diels‐Alder Reaction of Isobenzofurans | Zendy

Sankar Elumalai | Zendy; Karunakaran Jayachandran | Zendy; Dhivyapirabha Loganathan | Zendy; Mohanakrishnan Arasambattu K. | Zendy

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Synthesis of Indeno[ b ]indole and Naphtho[ a ]carbazole Derivatives Involving Diels‐Alder Reaction of Isobenzofurans

Author(s) -

Sankar Elumalai,

Karunakaran Jayachandran,

Dhivyapirabha Loganathan,

Mohanakrishnan Arasambattu K.

Publication year - 2017

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201701851

Subject(s) - carbazole , tetralones , diels–alder reaction , chemistry , indole test , medicinal chemistry , organic chemistry , stereochemistry , catalysis

Diels‐Alder reaction of 1,3‐diarylisobenzofurans with cyclopenten‐1‐one as well as 2‐cyclohexen‐1‐one in the presence of TMSOTf in DCM at 0 °C furnished 4,5‐diarylbenzo[ e ]inden‐1‐ones and 6,7‐diarylbenzo[ f ]α‐tetralones. The benzo[ e ]inden‐1‐ones/benzo[ f ]α‐tetralones upon Fischer indolization led to the formation of indeno[ b ]indoles and dihydronaphtho[ a ]carbazoles, respectively.

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