- Efficient, facile metal free protocols for the bromination of commercially important deactivated aminoanthracene-9,10-diones
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Highly efficient, mild synthetic protocols were developed for the oxidative bromination of deactivated aminoanthracene-9,10-diones by using H2O2-HBr and m-CPBA-HBr in methanolic medium. Both the protocols offer excellent bromine atom economy, good conversion (100%) along with high yield (82–93%) and high purity of desired product. The N-alkylated amines undergo regio-selective bromination to give selective p-bromo product. The commercial availability of all the starting materials, simple reaction procedure and ease of work up, and easily amenable for scale up demonstrated commercial feasibility of both the protocols.
- Patil, Vilas V.,Gayakwad, Eknath M.,Patel, Khushbu P.,Shankarling, Ganapati S.
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supporting information
p. 2608 - 2613
(2017/06/13)
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- Nonanebis(peroxoic acid): A stable peracid for oxidative bromination of aminoanthracene-9,10-dione
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A new protocol for the oxidative bromination of aminoanthracene-9,10-dione, which is highly deactivated towards the electrophilic substitution is investigated. The peracid, nonanebis(peroxoic acid), possesses advantages such as better stability at room temperature, it is easy to prepare and non-shock sensitiv as compared to the conventional peracids. The present protocol has a broad scope for the bromination of various substituted and unsubstituted aminoanthracene-9,10-diones.
- Patil, Vilas Venunath,Shankarling, Ganapati Subray
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p. 921 - 928
(2014/05/20)
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- Diazaheterocycle analogues of tetracene: Synthesis and properties of a naphtho-fused cinnoline and a naphtho-fused isoindazole
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The synthesis and characterization of a diethynyl naphtho-fused cinnoline and isoindazole are described. The results show that both electron-accepting and electron-donating molecules can be prepared from a common intermediate.
- Young, Brian S.,Marshall, Jonathan L.,MacDonald, Ellen,Vonnegut, Chris L.,Haley, Michael M.
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supporting information; experimental part
p. 5166 - 5168
(2012/06/04)
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