Regioselective Syntheses of 2,3,5-Trisubstituted Pyridines via 5-Chloro-3-fluoro-2-(methylsulfonyl)pyridine

被引：1

作者：

Wiley, Robert E. ^{[1
,2
]}

Holan, Martin ^{[1
]}

Kim, Wan Shin ^{[1
]}

Nguyen, Khoa D. ^{[1
,3
]}

Zeng, Xingzhong ^{[1
,3
]}

Krawiec, Mariusz ^{[4
]}

Brusoe, Andrew T. ^{[1
]}

机构：

[1] Boehringer Ingelheim Pharmaceut Inc, Chem Dev, Ridgefield, CT 06877 USA

[2] Univ North Carolina Chapel Hill, Dept Chem, Chapel Hill, NC 27599 USA

[3] Vertex Pharmaceut Inc, 50 Northern Ave, Boston, MA 02210 USA

[4] Boehringer Ingelheim Pharmaceut Inc, Mat & Analyt Sci, Ridgefield, CT 06877 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 11期

关键词：

LATE-STAGE FUNCTIONALIZATION; C-H BORYLATION; SUBSTITUTION; CONSTRUCTION; RING;

D O I：

10.1021/acs.joc.4c00753

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the high-yielding, large-scale, one-pot synthesis of two versatile building blocks (1-Cl and 1-Br) for the regioselective synthesis of a variety of 2,3,5-trisubstituted pyridines from inexpensive materials. These molecules are readily derivatized at positions 2, 3, and 5. These building blocks can also be used for the synthesis of fused pyrido-oxazines and for the synthesis of 2,3,4,5-tetrasubstituted pyridines.

引用

页码：8299 / 8304

页数：6

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