Home / Publications / 1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene

1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene

Arsalan Badmaevich Budaev 1
Arsalan Badmaevich Budaev
,  , 
Olga Vital'evna Petrova 1
Olga Vital'evna Petrova
, 
Vladimir Anatol'evich Samsonov 2
Vladimir Anatol'evich Samsonov
, 
Igor Alekseevich Ushakov 1
Igor Alekseevich Ushakov
, 
Aleksei Ya Tikhonov 2
Aleksei Ya Tikhonov
,  , 
Boris Aleksandrovich Trofimov 1
Boris Aleksandrovich Trofimov
10.1016/j.mencom.2019.01.016
Published 2018-12-28
Communication , Volume 29, Issue 1, 53-54
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Budaev A. B. et al. 1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene // Mendeleev Communications. 2018. Vol. 29. No. 1. pp. 53-54.
GOST all authors (up to 50) Copy
Budaev A. B., Ivanov A. V., Petrova O. V., Samsonov V. A., Ushakov I. A., Tikhonov A. Ya., Sobenina L. N., Trofimov B. A. 1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene // Mendeleev Communications. 2018. Vol. 29. No. 1. pp. 53-54.
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TY - JOUR
DO - 10.1016/j.mencom.2019.01.016
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.01.016
TI - 1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene
T2 - Mendeleev Communications
AU - Budaev, Arsalan Badmaevich
AU - Ivanov, Andrey Viktorovich
AU - Petrova, Olga Vital'evna
AU - Samsonov, Vladimir Anatol'evich
AU - Ushakov, Igor Alekseevich
AU - Tikhonov, Aleksei Ya
AU - Sobenina, Lyubov Nikolaevna
AU - Trofimov, Boris Aleksandrovich
PY - 2018
DA - 2018/12/28
PB - Mendeleev Communications
SP - 53-54
IS - 1
VL - 29
ER -
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@article{2018_Budaev,
author = {Arsalan Badmaevich Budaev and Andrey Viktorovich Ivanov and Olga Vital'evna Petrova and Vladimir Anatol'evich Samsonov and Igor Alekseevich Ushakov and Aleksei Ya Tikhonov and Lyubov Nikolaevna Sobenina and Boris Aleksandrovich Trofimov},
title = {1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene},
journal = {Mendeleev Communications},
year = {2018},
volume = {29},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.01.016},
number = {1},
pages = {53--54},
doi = {10.1016/j.mencom.2019.01.016}
}
MLA
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Budaev, Arsalan Badmaevich, et al. “1,2,5-Oxadiazolo[3,4-g]indoles via annelation of 6,7-dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime with acetylene.” Mendeleev Communications, vol. 29, no. 1, Dec. 2018, pp. 53-54. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.01.016.

Abstract

6,7-Dihydrobenzo[c][1,2,5]oxadiazol-4(5H)-one oxime is annelated with acetylene in the KOH/DMSO/H2O system under pressure to give NH- or N-vinyl-5,8-dihydro-4H-[1,2,5]oxadiazolo[3,4-g]indoles in 29 and 68% yields, respectively. These derivatives are readily aromatized with DDQ at room temperature to the expected indoles.

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