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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 51, 2021 - Issue 8
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Articles

T3P mediated intramolecular rearrangement of o-aminobenzamide to o-ureidobenzonitrile using isothiocyanates

, , , , , ORCID Icon & show all
Pages 1197-1205 | Received 04 Nov 2020, Published online: 09 Feb 2021
 

Abstract

Current work describes the environmentally benign approach for the synthesis of o-ureidobenzonitriles, from o-aminobenzamides and isothiocyanates using T3P. Here, the conversion of thiourea to urea and amide to nitrile take place simultaneously via unprecedented intramolecular rearrangement. This protocol is operationally facile and offers wide variety of o-ureidobenzonitriles at room temperature in good to excellent yields.

Graphical Abstract

Additional information

Funding

The author S.S. thank the UGC, New Delhi for the financial support in the form of UGC-JRF/SRF fellowship [Order no. 143540]. Financial support from the VGST Project [Grant No. Ksteps/VGST/GRD-681/KFIST(L1)/2018, dated: 27-08-2018] and PURSE grant [Grant No. PURSE/Phase 2/27(C), dated: 13/09/2019 and PURSE/Phase 2/27(G), dated: 01/10/2019] are also gratefully acknowledged.

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