Issue 6, 2019

A facile approach for the synthesis of nido-carborane fused oxazoles via one pot deboronation/cyclization of 9-amide-o-carboranes

Abstract

A one pot deboronation/cyclization of 9-amide-o-carboranes for the synthesis of nido-7,8-carborane fused oxazole by cooperation of Pd(OAc)2, AgOAc and K2CO3 has been developed. A plausible mechanism involving an amide directed electrophilic palladation of the B–H bond and deboronation/cyclization process was proposed based on the successful isolation and structural characterization of the key deboronated intermediate.

Graphical abstract: A facile approach for the synthesis of nido-carborane fused oxazoles via one pot deboronation/cyclization of 9-amide-o-carboranes

Supplementary files

Article information

Article type
Communication
Submitted
26 Sep 2018
Accepted
12 Dec 2018
First published
13 Dec 2018

Chem. Commun., 2019,55, 830-833

A facile approach for the synthesis of nido-carborane fused oxazoles via one pot deboronation/cyclization of 9-amide-o-carboranes

C. Zhang, K. Cao, T. Xu, J. Wu, L. Jiang and J. Yang, Chem. Commun., 2019, 55, 830 DOI: 10.1039/C8CC07728B

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