98451-42-4Relevant academic research and scientific papers
Pd-Catalyzed Heteroannulation Using N-Arylureas as a Sterically Undemanding Ligand Platform
Vaith, Jakub,Rodina, Dasha,Spaulding, Gregory C.,Paradine, Shauna M.
supporting information, p. 6667 - 6673 (2022/04/25)
We report the development of ureas as sterically undemanding pro-ligands for Pd catalysis. N-Arylureas outperform phosphine ligands for the Pd-catalyzed heteroannulation of N-tosyl-o-bromoanilines and 1,3-dienes, engaging diverse coupling partners for the preparation of 2-subsituted indolines, including sterically demanding substrates that have not previously been tolerated. Experimental and computational studies on model Pd-urea and Pd-ureate complexes are consistent with monodentate binding through the nonsubstituted nitrogen, which is uncommon for metal-ureate complexes.
Ni-Catalyzed Regioselective Hydroarylation of 1-Aryl-1,3-Butadienes with Aryl Halides
Wang, Chengdong,Guo, Yingjie,Wang, Xiaoming,Wang, Zheng,Ding, Kuiling
supporting information, p. 15903 - 15907 (2021/10/07)
An efficient nickel-catalyzed regioselective hydroarylation of 1,3-dienes with aryl halides and a silane has been developed, affording a range of allylic arenes in good to excellent yields under mild conditions. This method exhibits broad substrate scope,
Nickel-catalyzed allyl-allyl coupling reactions between 1,3-dienes and allylboronates
Ji, Ding-Wei,He, Gu-Cheng,Zhang, Wei-Song,Zhao, Chao-Yang,Hu, Yan-Cheng,Chen, Qing-An
supporting information, p. 7431 - 7434 (2020/07/15)
A regiospecific allyl-allyl coupling reaction between 1,3-dienes and allylboronates has been demonstrated under nickel catalysis. Salient features of this method include the earth-abundant metal catalyst, excellent regioselectivity and good functional group tolerance. Notably, even congested allyl substrates can also be applied to this protocol, thus allowing for the rapid preparation of a series of valuable 1,5-dienes. This journal is
Highly Regio- and Stereoselective Catalytic Synthesis of Conjugated Dienes and Polyenes
Nguyen, Vu T.,Dang, Hang T.,Pham, Hoang H.,Nguyen, Viet D.,Flores-Hansen, Carsten,Arman, Hadi D.,Larionov, Oleg V.
supporting information, p. 8434 - 8438 (2018/07/05)
Conjugated dienes and polyenes are typically synthesized by sequential introduction of C=C bonds. Here, we report a practical and scalable, catalytic dienylation that is highly regio- and stereoselective for both C=C bonds. The reaction is enabled by a stereoselective palladium-catalyzed cross-coupling that is preceded by a regioselective base-induced ring opening of readily available sulfolenes. The dienylation reaction is particularly useful for the synthesis of synthetically challenging dienes containing cis double bonds. We also show that the reaction can serve as a synthetic platform for the construction of conjugated polyenes.
Titanium-catalyzed intermolecular hydroaminoalkylation of conjugated dienes
Preuss, Till,Saak, Wolfgang,Doye, Sven
, p. 3833 - 3837 (2013/04/24)
Ti me kangaroo down: Conjugated dienes undergo intermolecular hydroaminoalkylation in the presence of Ti catalyst [Ind2TiMe 2] (Ind=η5-indenyl). This new reaction offers a highly atom-efficient approach to homoallylic amines from 1,3-butadienes. Copyright
