One‐Pot Three‐Component Coupling Access to Indolizine‐Pyrrolodiazepine Hybrid Structures

Abstract A highly efficient assembly of a new indolizine‐pyrrolodiazepine hybrid skeleton was achieved from one‐pot three‐component coupling of pyridine‐2‐acetonitrile, N ‐substituted pyrrole‐2‐carboxaldehyde, and TMSCN in the presence of DBU through a domino aldol condensation‐Michael addition‐cycloisomerization‐imine formation sequence which allowed for consecutive construction of two central rings (pyrrole and diazepine) of the tetracyclic product with formation of two C─C and two C─N bonds.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-03-28
DOI
https://doi.org/10.1002/ajoc.202500100
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
Field-Weighted Citation Impact
0.00
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article

One‐Pot Three‐Component Coupling Access to Indolizine‐Pyrrolodiazepine Hybrid Structures

Ikyon Kim, Seonghyeon Nam, Sun Hee Lee
Asian Journal of Organic Chemistry
Synthesis and Reactivity of Heterocycles
article

One‐Pot Three‐Component Coupling Access to Indolizine‐Pyrrolodiazepine Hybrid Structures

Ikyon Kim, Seonghyeon Nam, Sun Hee Lee
article en

Abstract

Abstract A highly efficient assembly of a new indolizine‐pyrrolodiazepine hybrid skeleton was achieved from one‐pot three‐component coupling of pyridine‐2‐acetonitrile, N ‐substituted pyrrole‐2‐carboxaldehyde, and TMSCN in the presence of DBU through a domino aldol condensation‐Michael addition‐cycloisomerization‐imine formation sequence which allowed for consecutive construction of two central rings (pyrrole and diazepine) of the tetracyclic product with formation of two C─C and two C─N bonds.

Asian Journal of Organic ChemistryVol. 14(6)
Yonsei University (KR)
Openalex Percentile: Top 95%
Synthesis and Reactivity of Heterocycles
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