10.1021/acs.orglett.9b01430.s001
Prasenjit Sau
Prasenjit
Sau
Amitava Rakshit
Amitava
Rakshit
Tipu Alam
Tipu
Alam
Hemant Kumar Srivastava
Hemant Kumar
Srivastava
Bhisma K. Patel
Bhisma K.
Patel
<i>tert</i>-Butyl Nitrite Mediated Synthesis
of 1,2,4-Oxadiazol-5(4<i>H</i>)‑ones from Terminal
Aryl Alkenes
American Chemical Society
2019
one
biradical reaction
N atoms
Terminal Aryl Alkenes tert
terminal aryl alkenes
carbonyl oxygen
Butyl nitrite
3-
TBN
Butyl Nitrite Mediated Synthesis
bond
2019-06-17 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/_i_tert_i_-Butyl_Nitrite_Mediated_Synthesis_of_1_2_4-Oxadiazol-5_4_i_H_i_ones_from_Terminal_Aryl_Alkenes/8285780
<i>tert</i>-Butyl nitrite (TBN) mediated synthesis of
3-aryl-1,2,4-oxadiazol-5(4<i>H</i>)-ones has been accomplished
using terminal aryl alkenes via a biradical reaction intermediate.
Three consecutive sp<sup>2</sup> C–H bond functionalizations
of styrenes afforded 3-phenyl-1,2,4-oxadiazol-5(4<i>H</i>)-ones via the formation of new CN, CO, C–O,
and two C–N bonds. Both of the N atoms originate from TBN,
while the carbonyl oxygen is from the water (moisture) the other oxygen
from the NO part of the TBN.