Metal-Free sp3 C-H Functionalization: PABS/I2-Promoted Synthesis of Polysubstituted Oxazole Derivatives from Arylethanones and 2-Amino-2-alkyl/arylacetic Acid

被引：20

作者：

Hu, Ting ^{[1
]}

Yan, Hao ^{[2
]}

Liu, Xingxing ^{[1
]}

Wu, Chaoyang ^{[1
]}

Fan, Yuxing ^{[1
]}

Huang, Jing ^{[3
,4
]}

Huang, Guosheng ^{[1
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[2] Shaanxi Univ Chinese Med, Coll Pharm, Xianyang 712046, Shaanxi Provinc, Oman

[3] Virginia Tech, Dept Chem, Blacksburg, VA 24061 USA

[4] Virginia Tech, Macromol & Interfaces Inst, Blacksburg, VA 24061 USA

来源：

SYNLETT | 2015年 / 26卷 / 20期

关键词：

nonmetal-catalyzed; oxazoles; sp(3) C-H functionalization; high yield; amino acids; DOMINO OXIDATIVE CYCLIZATION; THIAZOLE; IMIDAZOLE; CYCLOISOMERIZATION; MUSCARINE; ALKALOIDS;

D O I：

10.1055/s-0035-1560660

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A nonmetal-catalyzed process for the synthesis of polysubstituted oxazoles from inexpensive and readily available -amino acids and methyl ketones is established. This reaction is proposed to achieve oxidative cleavage of C(sp(3))-H bonds, followed by decarboxylation and annulation. The mild reaction conditions employed in both cases enable the tolerance of a wide range of functional groups as well as high reaction efficiency.

引用

页码：2866 / 2869

页数：4