Results 221 to 230 of about 20,876 (282)

Radical Carbosulfonylation of Propellane: Synthesis of Sulfonyl β-Keto-bicyclo[1,1,1]pentanes

Synthesis, 2021
The construction of multiply functionalized bicyclo[1.1.1]pentanes (BCPs) is of high synthetic value, as they are frequently harnessed as bioisosteres of 1,3-disubstituted benzene rings, alkynes, and tert-butyl groups in medicinal chemistry.
Yunlong Wei, Zhiqiu Chen, Chen Zhu, Zhen Wu, Yaohui Xu, Xinxin Wu   +5 more
semanticscholar   +1 more source

Rapid and Modular Access to All-Carbon Quaternary Center-Containing 2,2-Disubstituted Bicyclo[1.1.1]pentanes via Cyanocarbene Addition to Bicyclo[1.1.0]butanes.

Angewandte Chemie
While 1,3-disubstituted bicyclo[1.1.1]pentanes (BCPs) have garnered considerable interest in medicinal chemistry as bioisosteres of para-substituted benzenes, the utilization of bridge-functionalized BCPs, especially those containing all-carbon ...
Xin-Yu Gao, Yuanjiu Xiao, Quanxin Peng, Fujian Yang, Daojing Li, Guoqiang Wang, Y. Qian, Jian‐Jun Feng   +7 more
semanticscholar   +1 more source

Mechanism-Guided Development of Directed C-H Functionalization of Bicyclo[1.1.1]pentanes.

Journal of the American Chemical Society
This report describes a detailed study of the palladium-mediated directed C(2)-H functionalization of bicyclo[1.1.1]pentanes (BCPs). Previous attempts to achieve this transformation were reported as unsuccessful.
Alexander Bunnell, Michael W Milbauer, Julia Viana Bento, S. Taimoory, Paul M. Zimmerman, D. Kalyani, Tiffany Piou, Melanie S. Sanford   +7 more
semanticscholar   +1 more source

Tricyclo[2.1.0.01,3]pentane

Tetrahedron Letters, 1987
Abstract The reaction of 1,1-dibromo-2,3-bis(chloromethyl)cyclopropane with methyllithium leads initially to ring closure to 1-bromo-2-chloromethylbicyclo[1.1.0]butane. Further reaction leads to an unstable compound which reacts with phenylthiol to give 2-vinyl-1-cyclopropyl phenyl sulfide and undergoes thermal rearrangement at ∼ -50°C to give ...
Kenneth B. Wiberg, John V. McClusky
openaire   +1 more source

Synthesis of Bridge-Substituted Bicyclo[1.1.1]Pentanes by Catalytic Metal Carbene Insertion into Bicyclo[1.1.0]Butanes.

Angewandte Chemie
1,2,3-Trisubstituted bicyclo[1.1.1]pentanes (BCPs) are emerging saturated hydrocarbon bioisosteres for polysubstituted benzenes; however, their synthesis from bicyclo[1.1.0]butanes (BCBs) via direct metal carbene insertion remains unrealized.
Shaopeng Liu, Yongquan Ning, Wei Song, P. Sivaguru, Yixuan Wang, Ying Gan, Edward A. Anderson, Xihe Bi   +7 more
semanticscholar   +1 more source

Synthesis of Spiro[2.2]pentanes and Vinylcyclopropanes Using Sulfones as Carbene Equivalents.

Organic Letters
Spiro[2.2]pentanes are rigid carbocycles with well-defined exit vectors and high F(sp3), which makes them intriguing functional groups for medicinal chemistry campaigns.
C. R. Teeples, J. C. Metts, John Douglas Johnson, Sidney M. Wilkerson-Hill   +3 more
semanticscholar   +1 more source

Tricyclo[2.1.0.01,3]pentane

Journal of the American Chemical Society, 1993
The reaction of 1-bromo-2-(chloromethyl)bicyclo[1.1.0]butane with methyllithium was examined. At -78 o C, 1-lithio-2-(chloromethyl)bicyclobutane is formed, and at -50 o C, it reacts to form cyclopentadiene. Evidence is presented that tricyclo[2.1.0.0 1.3 ]pentane, an isomer of [1.1.1]propellane, is formed as an intermediate.
Kenneth B. Wiberg, Neil McMurdie, John V. McClusky, Christopher M. Hadad   +3 more
openaire   +1 more source

Selective Synthesis of 1-Dialkylamino-2-alkylbicyclo-[1.1.1]pentanes.

Organic Letters, 2020
Compared to the abundance of methodologies accessing 1-substituted and 1,3-disubstuted bicyclo[1.1.1] pentanes (BCPs), the synthetic accessibility of BCPs with substitutions at the methylene position has been limited.
Xiaoshen Ma, Yongxin Han, D. J. Bennett
semanticscholar   +1 more source

Photocatalytic Diheteroarylation of [1.1.1]Propellane for the Construction of 1,3-Diheteroaryl Bicyclo[1.1.1]pentanes.

Organic Letters
Herein, we report a visible light-induced diheteroarylation reaction of [1.1.1]propellane to synthesize 1,3-diheteroaryl bicyclo[1.1.1]pentanes (BCPs).
Guoxiang Bao, Yue Wang, Wenhao Xu, Zhihao Yu, Wei Zhou, Jiacheng Li, Longyi Li, Xinpeng Jiang   +7 more
semanticscholar   +1 more source

EDA Complex from BCP‐Thianthrenium Salt: A Catalyst‐free Strategy To Access 1‐Trifluoromethyl‐3‐quinoxaline Derivatives Bicyclo[1.1.1]pentanes

Annalen der Pharmacie
: The construction of bicyclo[1.1.1.]pentanes (BCPs) typically require the cumbersome use of labile [1.1.1.]propellane in solution and involve multicomponent radical reactions, which commonly produce undesired by‐products that hinder the efficient ...
Guofu Zhang, Zijin Luo, Guangyao Mei, Haibo Wang, Chengrong Ding   +4 more
semanticscholar   +1 more source