Synthetic Studies on Dermacozines: First Synthesis of Dermacozines A, B and C | Zendy

Ghanta  Venkata Rao | Zendy; Pasula Aparna | Zendy; Soma Laxminarayana | Zendy; Raman Balamurali | Zendy

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Synthetic Studies on Dermacozines: First Synthesis of Dermacozines A, B and C

Author(s) -

Ghanta Venkata Rao,

Pasula Aparna,

Soma Laxminarayana,

Raman Balamurali

Publication year - 2016

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201600415

Subject(s) - regioselectivity , nitrile , chemistry , nitrogen atom , carbon atom , carbon fibers , catalysis , organic chemistry , group (periodic table) , combinatorial chemistry , medicinal chemistry , stereochemistry , ring (chemistry) , materials science , composite number , composite material

We herein, report the first total synthesis of Dermacozine A and B in moderate to high yields from a commercially available methyl 2‐bromo (or chloro)‐3‐nitrobenzoate in an atom efficient route. The key carbon–nitrogen and carbon‐carbon bond forming reactions involve inter and intra ‐molecular Pd (0) catalyzed N ‐arylations and regioselective Friedel‐Crafts benzoylation respectively. Nitrile group was used as a masked carboxylic group to differentially functionalize two carboxylic acids to achieve Dermacozine C.

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