Romero Reyes Moises A, Dutta Subhradeep, Odagi Minami, Min Chang, Seidel Daniel
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida Gainesville Florida 32611 USA
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey Piscataway New Jersey 08854 USA.
Chem Sci. 2024 Aug 26;15(37):15456-62. doi: 10.1039/d4sc04760e.
A new conjugate-base-stabilized carboxylic acid (CBSCA) containing a 3,5-bis(pentafluorosulfanyl)phenylthiourea functionality catalyses challenging one-pot condensations/6π-electrocyclizations of hydrazines and α,β-unsaturated ketones under mild conditions. Structurally diverse -aryl 2-pyrazolines are obtained in good yields and enantioselectivities. The superior performance of 3,5-bis(SF)phenylthioureas over the widely used 3,5-bis(CF)phenylthioureas is further demonstrated in the Michael addition of dimethyl malonate to nitrostyrene, using a new Takemoto-type catalyst.
一种含有3,5-双（五氟硫基）苯基硫脲官能团的新型共轭碱稳定羧酸（CBSCA），能在温和条件下催化肼与α,β-不饱和酮具有挑战性的一锅缩合/6π-电环化反应。能以良好的产率和对映选择性得到结构多样的芳基2-吡唑啉。使用一种新型的武田型催化剂，在丙二酸二甲酯与硝基苯乙烯的迈克尔加成反应中，进一步证明了3,5-双（五氟硫基）苯基硫脲比广泛使用的3,5-双（三氟甲基）苯基硫脲具有更优异的性能。
