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PIDA/TBAB‐Promoted Oxidative Geminal Dibromofunctionalization of Alkynes: Direct Synthesis of Geminal Diazides
Author(s) -
Arepally Sagar,
Babu Venkata Nagarjuna,
Polu Ashok,
Sharada Duddu S.
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801081
Subject(s) - geminal , chemistry , azide , oxidative phosphorylation , combinatorial chemistry , catalysis , organic chemistry , biochemistry
PIDA/TBAB‐promoted oxidative geminal diazidofunctionalization of alkynes has been described for the first time. The transformation demonstrates a mechanistically distinctive approach to access geminal diazides, in which TBAB plays a crucial role as brominating agent and for the in situ generation of tetrabutylammonium azide. Furthermore, we have demonstrated here the first cycloaminative strategy by tactically employing the two azides groups leading to quinoxalines and synthesis of bis‐triazole derivatives via copper catalysis.