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Palladium-Catalyzed Cross-Coupling of gem-Bis(boronates) with Aryl Halides: An Alternative To Access Quaternary α-Aryl Aldehydes

Author:
Zheng, Purui, Zhai, Yujie, Zhao, Xiaoming, XU, Tao
Source:
Organic letters 2018 v.21 no.2 pp. 393-396
ISSN:
1523-7052
Subject:
aldehydes, catalytic activity, cross-coupling reactions, ketones, moieties, organic chemistry, organic halogen compounds, palladium
Abstract:
The compounds with a quaternary α-aryl aldehyde skeleton are important units in organic chemistry. Previously, the aryl group and carbonyl group are introduced in a stepwise manner. Herein, a novel route is developed to construct the quaternary α-aryl aldehydes with gem-bis(boronates) as precursors, in which the two groups are installed simultaneously. The gem-bis(boronates) are readily available from ketones; as a result, this methodology provides a more general strategy to produce the quaternary α-aryl aldehydes with broad scopes and synthetic convenience.
Agid:
6272233