Issue 34, 2016

A metal-free hydrogenation of 3-substituted 2H-1,4-benzoxazines

Abstract

A metal-free hydrogenation of 3-substituted 2H-1,4-benzoxazines has been successfully realized with 2.5 mol% of B(C6F5)3 as a catalyst to furnish a variety of 3,4-dihydro-2H-1,4-benzoxazines in 93–99% yields. Up to 42% ee was also achieved for the asymmetric hydrogenation with the use of a chiral diene and HB(C6F5)2.

Graphical abstract: A metal-free hydrogenation of 3-substituted 2H-1,4-benzoxazines

Supplementary files

Article information

Article type
Communication
Submitted
21 Jul 2016
Accepted
01 Aug 2016
First published
01 Aug 2016

Org. Biomol. Chem., 2016,14, 8026-8029

A metal-free hydrogenation of 3-substituted 2H-1,4-benzoxazines

S. Wei, X. Feng and H. Du, Org. Biomol. Chem., 2016, 14, 8026 DOI: 10.1039/C6OB01556E

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