Synthesis of azafluorenone via oxidative intramolecular Heck cyclization

A very short and highly efficient protocol to azafluorenone exploiting intramolecular oxidative Heck cyclization using Pd(0) is presented. Precursor alcohols afforded azafluorenone in a single step with simultaneous oxidation and cyclization under Heck reaction condition in excellent yield. This met...

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Published in:Tetrahedron letters 2013-01, Vol.54 (1), p.63-65
Main Authors: Dhara, Shubhendu, Ahmed, Atiur, Nandi, Sukla, Baitalik, Shantanu, Ray, Jayanta K.
Format: Article
Language:English
Subjects:
2-Bromoprydine-3-carboxaldehyde
Alcohols
Alkaloids
Azafluorenone
Grignard reaction
Intramolecular Heck reaction
Methodology
Oxidation
Precursors
Synthesis (chemistry)
Tetrahedrons
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cited_by cdi_FETCH-LOGICAL-c339t-361c17650956b2639f4024b1cc4d674021c67257f1fd016c87481922eb8f08293
cites cdi_FETCH-LOGICAL-c339t-361c17650956b2639f4024b1cc4d674021c67257f1fd016c87481922eb8f08293
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container_title Tetrahedron letters
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creator Dhara, Shubhendu
Ahmed, Atiur
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Baitalik, Shantanu
Ray, Jayanta K.
description A very short and highly efficient protocol to azafluorenone exploiting intramolecular oxidative Heck cyclization using Pd(0) is presented. Precursor alcohols afforded azafluorenone in a single step with simultaneous oxidation and cyclization under Heck reaction condition in excellent yield. This methodology could be very much crucial in the total synthesis of azafluorenone alkaloids for promising pharmacological activity.
doi_str_mv 10.1016/j.tetlet.2012.10.085
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subjects 2-Bromoprydine-3-carboxaldehyde
Alcohols
Alkaloids
Azafluorenone
Grignard reaction
Intramolecular Heck reaction
Methodology
Oxidation
Precursors
Synthesis (chemistry)
Tetrahedrons
title Synthesis of azafluorenone via oxidative intramolecular Heck cyclization
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