105805-16-1Relevant articles and documents
A domino palladium-catalyzed C-C and C-O bonds formation via dual O-H bond activation: Synthesis of 6,6-dialkyl-6 H -benzo[ c ]chromenes
Mahendar, Lodi,Krishna, Jonnada,Gopi Krishna Reddy, Alavala,Venkat Ramulu, Bokka,Satyanarayana, Gedu
, p. 628 - 631 (2012/03/11)
An efficient Pd-catalyzed domino reaction of α,α-dialkyl-(2- bromoaryl)methanols to 6,6-dialkyl-6H-benzo[c]chromenes is presented. Their formation can be explained via a five membered Pd(II)-cycle that efficiently involves a domino homocoupling with the second molecule, β-carbon cleavage, and finally intramolecular Buchwald-Hartwig cyclization. This domino process effectively involves breaking of five σ-bonds (2C-Br, 2O-H, and a C-C) and formation of two new σ-bonds (C-C and C-O). This mechanistic pathway is unprecedented and further illustrates the power of transition metal catalysis.
CHEMICAL PROCESSES FOR THE PREPARATION OF A COLCHINOL DERIVATIVE AND INTERMEDIATES
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Page/Page column 34-35, (2008/06/13)
A process for the preparation of a colchinol derivative of the Formula (I): wherein each R, which may be the same or different, is selected from (1-6C)alkyl, benzyl and C(O)(1-6C)alkyl, or two RO groups together form a (1-4C)alkylenedioxy group and Ac is acetyl, by reduction of the corresponding enamide of formula (II): Colchinol derivatives with high enantiomeric purity are obtained by hydrogenation in the presence of a transition metal catalyst, particularly a catalyst selected from a rhodium complex, a ruthenium complex or an iridium complex. Novel compounds of formula (II'): wherein each R, which may be the same or different, is selected from (1-6C)alkyl, benzyl and C(O)(1-6C)alkyl, or two RO groups together form a (1-4C)alkylenedioxy group, and P is hydrogen or a suitable hydroxy protecting group are also described.
Formal Synthesis of the Antitumour Antibiotic CC-1065
Bolton, Richard E.,Moody, Christopher J.,Pass, Martin,Rees, Charles W.,Tojo, Gabriel
, p. 2491 - 2500 (2007/10/02)
A formal total synthesis of the potent antitumour antibiotic CC-1065 (1) is described; both the cyclopropapyrroloindole (2) and the 'dimeric' pyrroloindole (3) are synthesized by routes involving vinyl azide chemistry.The cyclopropapyrroloindole (2) is prepared from 5-benzyloxy-2-bromoacetophenone (Schemes 3-5), the key steps being the formation of both indoles by decomposition of the azides (9) and (13).The dimer (3) is prepared by coupling the monomeric pyrroloindoles (25) and (27), followed by functional group transformations (Scheme 7).
