Synthesis of Bicyclo[1.1.0]butanes from Iodo-Bicyclo[1.1.1]pentanes

被引：4

作者：

Mandler, Michael D. ^{[1
]}

Mignone, James ^{[1
]}

Jurica, Elizabeth A. ^{[1
]}

Palkowitz, Maximilian D. ^{[2
]}

Aulakh, Darpandeep ^{[3
]}

Cauley, Anthony N. ^{[1
]}

Farley, Christopher A. ^{[1
]}

Zhang, Shasha ^{[3
]}

Traeger, Sarah C. ^{[1
]}

Sarjeant, Amy ^{[3
]}

Paiva, Anthony ^{[1
]}

Perez, Heidi L. ^{[1
]}

Ellsworth, Bruce A. ^{[1
]}

Regueiro-Ren, Alicia ^{[1
]}

机构：

[1] Bristol Myers Squibb, Res & Early Dev, POB 4000, Princeton, NJ 08543 USA

[2] Bristol Myers Squibb, Res & Early Dev, 100 Binney St, Cambridge, MA 02142 USA

[3] Bristol Myers Squibb, Chem & Synthet Dev, 1 Squibb Dr, New Brunswick, NJ 08901 USA

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 44期

关键词：

BICYCLOBUTANE FATTY-ACID; BRIDGEHEAD CARBOCATIONS; STRAIN; INSERTION; SALTS;

D O I：

10.1021/acs.orglett.3c01417

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe a two-step process for the synthesis of substitutedbicyclo[1.1.0]butanes. A photo-Hunsdiecker reaction generates iodo-bicyclo[1.1.1]pentanesunder metal-free conditions at room temperature. These intermediatesreact with nitrogen and sulfur nucleophiles to afford substitutedbicyclo[1.1.0]butane products.

引用

页码：7947 / 7952

页数：6

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