Synthetic Studies of 2,2-Difluorobicyclo[1.1.1]pentanes (BCP-F2): The Scope and Limitation of Useful Building Blocks for Medicinal Chemists

被引：24

作者：

Ma, Xiaoshen ^{[1
]}

Pinto, Wilfredo ^{[2
]}

Pham, Luu N. ^{[1
]}

Sloman, David L. ^{[1
]}

Han, Yongxin ^{[1
]}

机构：

[1] Merck & Co Inc, Dept Discovery Chem, 33 Ave Louis Pasteur, Boston, MA 02215 USA

[2] Merck & Co Inc, Discovery Sample Management DSM Compound Collect, 126 E Lincoln Ave, Rahway, NJ 07065 USA

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 29期

关键词：

BCP; BCP-F2; Building blocks; Bioisostere; BIOLOGICAL EVALUATION; OXIDATION; BROMIDE; DESIGN; SODIUM;

D O I：

10.1002/ejoc.202000679

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bicyclo[1.1.1]pentanes (BCP's) have been applied in medicinal chemistry as bioisosteres for phenyl groups. In pursuit of novel BCP analogs, we reported the first synthesis of 2,2-difluorobicyclo[1.1.1]pentanes (BCP-F-2) in 2019. Herein, we detail the extension of our effort in the synthesis of BCP-F(2)analogs.

引用

页码：4581 / 4605

页数：25

共 3 条

[1] Decarboxylative C-N Coupling of 2,2-Difluorobicyclo[1.1.1]pentane (BCP-F2) Building Blocks
Ma, Xiaoshen
Chen, Joanna L.
Gaskins, Bryce E.
ORGANIC LETTERS, 2024, 26 (09) : 1947 - 1951
[2] A Selective Synthesis of 2,2-Difluorobicyclo[1.1.1]pentane Analogues: "BCP-F2"
Ma, Xiaoshen
Sloman, David L.
Han, Yongxin
Bennett, David J.
ORGANIC LETTERS, 2019, 21 (18) : 7199 - 7203
[3] Achieving C(sp2)-C(sp3) Coupling with BCP-F2 Building Blocks via Barluenga Coupling: A Comparative Approach
Ma, Xiaoshen
Yeung, Charles S.
JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (15): : 10672 - 10698

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