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

Author:
Zhang, Cai-Yan, Cao, Ke, Xu, Tao-Tao, Wu, Ji, Jiang, Linhai, Yang, Junxiao
Source:
Chemical communications 2019 v.55 no.6 pp. 830-833
ISSN:
1364-548X
Subject:
Lewis acids, acetates, chemical bonding, chemical reactions, lead, oxazoles, potassium carbonate, silver
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.
Agid:
6269121