2901-28-2Relevant articles and documents
Deoxygenative α-alkylation and α-arylation of 1,2-dicarbonyls
Arman, Hadi D.,Dang, Hang T.,Haug, Graham C.,Jin, Shengfei,Larionov, Oleg V.,Nguyen, Viet D.
, p. 9101 - 9108 (2020/09/17)
Construction of C-C bonds at the α-carbon is a challenging but synthetically indispensable approach to α-branched carbonyl motifs that are widely represented among drugs, natural products, and synthetic intermediates. Here, we describe a simple approach to generation of boron enolates in the absence of strong bases that allows for introduction of both α-alkyl and α-aryl groups in a reaction of readily accessible 1,2-dicarbonyls and organoboranes. Obviation of unselective, strongly basic and nucleophilic reagents permits carrying out the reaction in the presence of electrophiles that intercept the intermediate boron enolates, resulting in two new α-C-C bonds in a tricomponent process. This journal is
Pd(II)-catalyzed enantioselective C-H activation/C-O bond formation: Synthesis of chiral benzofuranones
Cheng, Xiu-Fen,Li, Yan,Su, Yi-Ming,Yin, Feng,Wang, Jian-Yong,Sheng, Jie,Vora, Harit U.,Wang, Xi-Sheng,Yu, Jin-Quan
supporting information, p. 1236 - 1239 (2013/03/14)
Pd(II)-catalyzed enantioselective C-H activation of phenylacetic acids followed by an intramolecular C-O bond formation afforded chiral benzofuranones. This reaction provides the first example of enantioselecctive C-H functionalizations through Pd(II)/Pd(IV) redox catalysis.
Ni-catalyzed mild arylation of α-halocarbonyl compounds with arylboronic acids
Liu, Chao,He, Chuan,Shi, Wei,Chen, Mao,Lei, Aiwen
, p. 5601 - 5604 (2008/09/17)
A simple yet powerful Ni catalyst can be used to promote direct arylations of α-halocarbonyl compounds, including a range of esters, amides, and ketones, with various arylboronic acids under mild conditions. The method tolerates β-hydrogens and functional groups in the substrates and offers reactivity and selectivity profiles that are complementary to those found in the well-established Buchwald-Hartwig approach.