技术文章

Tert-Butyl peroxybenzoate, TBPB



Product Manager:Nick Wilde



Recent Literature

The reaction of tert-butyl peroxybenzoate (TBPB) and ammonia/amines provides the corresponding primary, secondary, and tertiary amides under catalyst- and solvent-free conditions in excellent yields. TBPB is an efficient and highly chemoselective benzoylating reagent for aliphatic amines in the presence of aromatic amines and hydroxyl groups.
D. K. T. Yadav, B. M. Bhanage, Synlett, 2015, 26, 1862-1866.

https://doi.org/10.1055/s-0034-1380811



A mild protocol for the α-C-H cyanation of tertiary aliphatic, benzylic, and aniline-type substrates and complex substrates tolerates a broad range of fuctional groups, including various heterocycles and ketones, amides, olefins, and alkynes. The presented catalyst system especially tolerates functional groups that typically react with free radicals, suggesting an alternative reaction pathway.
O. Yilmaz, C. Dengiz, M. H. Emmert, J. Org. Chem., 2021, 86, 2489-2498.

https://doi.org/10.1021/acs.joc.0c02642


A radical-promoted decarboxylation enables a transition-metal-free phosphorylation of cinnamic acids with P(O)H compounds under mild conditions. This method provides simple, efficient, and versatile access to a broad range of valuable (E)-alkenylphosphine oxides in good yields.
L. Liu, D. Zhou, J. Dong, Y. Zhou, S.-F. Yin, L.-B. Han, J. Org. Chem., 2018, 83, 4190-4196.

https://doi.org/10.1021/acs.joc.8b00187


A convenient and general atom transfer radical addition (ATRA) of simple nitriles, ketones, and esters to alkynes provides a wide range of β,γ-unsaturated nitriles, ketones, and esters.
Y. Xiao, Z.-Q. Liu, Org. Lett., 2019, 21, 8810-8813.

https://doi.org/10.1021/acs.orglett.9b03444


A convenient and general atom transfer radical addition (ATRA) of simple nitriles, ketones, and esters to alkynes provides a wide range of β,γ-unsaturated nitriles, ketones, and esters.
Y. Xiao, Z.-Q. Liu, Org. Lett., 2019, 21, 8810-8813.

https://doi.org/10.1021/acs.orglett.9b03444


Visible-light irradiation mediates the synthesis of alkynylsilanes in very good yields from alkynes and silanes in the presence of CuCl as precatalyst. A large scale flow reaction and late-stage functionalization of natural products show the potential of the transformation.
Q.-C. Gan, Z.-Q. Song, C.-H. Tung, L.-Z. Wu, Org. Lett., 2022, 24, 5192-5196.

https://doi.org/10.1021/acs.orglett.2c02022


An efficient I2/TBPB mediated oxidative formal [4+1] cycloaddition of N-tosylhydrazones with anilines represents a simple, general, and efficient approach for the construction of 1,2,3-triazoles under metal-free and azide-free conditions.
Z.-J. Cai, X.-M. Lu, Y. Zi, C. Yang, L.-J. Shen, J. Li, S.-Y. Wang, S.-J. Ji, Org. Lett., 2014, 16, 5108-5111.

https://doi.org/10.1021/ol502431b


An oxidative cascade cyclization strategy enables an unprecedented construction of thiazole-2-thiones from enaminones via a cascade of C(sp2)-H/C(sp2)-H bond sulfurations and C(sp3)-H bond thiocarbonylation. This transformation allows for the efficient synthesis of thiazole-2-thiones with broad tolerance in moderate to excellent yields from simple enaminones with elemental sulfur.
B. Zhan, D. Liu, Y. Sun, Y. Zhang, J. Feng, F. Yu, Org. Lett., 2021, 23, 3076-3082.

https://doi.org/10.1021/acs.orglett.1c00751


A nickel-catalyzed reaction of acrylamides or enamides with diazoacetates provides indolin-2-ones or 1,4-dicarbonyl compounds in the presence of a peroxide and ethanol as hydrogen source and solvent.
J. Zhao, P. Li, Y. Xu, Y. Shi, F. Li, Org. Lett., 2019, 21, 9386-9390.

https://doi.org/10.1021/acs.orglett.9b03610


Quoted 

from:https://www.organic-chemistry.org/chemicals/oxidations/tert-butyl-peroxybenzoate-tbpb.shtm

 

Aladdin:https://www.aladdinsci.com

目录: 技术文章

Da — 若无特别说明,分子量单位默认为道尔顿。   Mw — 重均分子量。   Mn — 数均分子量。

产品仅供科研与开发使用,不用于人体、动物、诊断或治疗。

引用本文

阿拉丁科学.《Tert-Butyl peroxybenzoate, TBPB》. 阿拉丁知识库,更新于 2024年6月28日。 https://www.aladdin-e.com/zh_cn/faqs/tert-butyl-peroxybenzoate-tbpb-en.html
这篇文章对您有帮助吗? Yes No 有 3 人觉得有帮助