Palladium-Catalyzed Alcoholysis of 3-Iodopropynamides: Selective Synthesis of Carbamoylacetates
摘要:
A novel and selective method for the synthesis of carbamoylacetates via the alcoholysis of 3-iodopropynamides has been developed. 3-Iodopropynamides react with alcohols in the presence of palladium(II) acetate and DABCO to afford the corresponding carbamoylacetates in moderate to good yields.
Cross-Dehydrogenative Cyclization–Dimerization Cascade Sequence for the Synthesis of Symmetrical 3,3′-Bisoxindoles
作者:Farhaan Dobah、C. Munashe Mazodze、Wade F. Petersen
DOI:10.1021/acs.orglett.1c01799
日期:2021.7.16
The synthesis of symmetrical 3,3′-bisoxindoles from simple acyclic β-oxoanilides is reported. The described method forges three new C–C bonds in a single step via a sequential Mn(OAc)3·2H2O mediated oxidative radical cyclization-fragmentation–dimerization process. The scope of this reaction is demonstrated in the preparation of a variety of 3,3′-bisoxindoles, as well as its application toward the formal
Ethyl esters of malonanilic acids. Synthesis and pyrolysis
作者:Igor V. Ukrainets、Peter A. Bezugly、Vladimir I. Treskach、Svetlana G. Taran、Olga V. Gorokhova
DOI:10.1016/s0040-4020(01)81765-8
日期:1994.8
The pyrolysis under 170–220°C or boiling in DMF of malonanilic acids ethyl esters (2) is accompanied by formation of malonic acids symmetric dianilides (7) with high yields. A possible mechanism for this transformation has been suggested.
A Direct CH/ArH Coupling Approach to Oxindoles, Thio‐oxindoles, 3,4‐Dihydro‐1
<i>H</i>
‐quinolin‐2‐ones, and 1,2,3,4‐Tetrahydroquinolines
作者:Timothy E. Hurst、Ryan M. Gorman、Pauline Drouhin、Alexis Perry、Richard J. K. Taylor
DOI:10.1002/chem.201403917
日期:2014.10.20
A copper(II)‐catalysed approach to oxindoles, thio‐oxindoles, 3,4‐dihydro‐1H‐quinolin‐2‐ones, and 1,2,3,4‐tetrahydroquinolines via formal CH, ArHcoupling is described. In a new variant, copper(II) 2‐ethylhexanoate has been identified as an inexpensive and efficient catalyst for this transformation, which utilises atmospheric oxygen as the re‐oxidant.
OXIDATIVE COUPLING OF ARYL BORON REAGENTS WITH SP3-CARBON NUCLEOPHILES, AND AMBIENT DECARBOXYLATIVE ARYLATION OF MALONATE HALF-ESTERS VIA OXIDATIVE CATALYSIS
申请人:The Governors of the University of Alberta
公开号:US20180186721A1
公开(公告)日:2018-07-05
Described herein are methods of oxidative coupling of aryl boron reagents with sp
3
-carbon nucleophiles, and ambient decarboxylative arylation of malonate half-esters via oxidative catalysis.
Low-Temperature, Transition-Metal-Free Cross-Dehydrogenative Coupling Protocol for the Synthesis of 3,3-Disubstituted Oxindoles
作者:James R. Donald、Richard J. K. Taylor、Wade F. Petersen
DOI:10.1021/acs.joc.7b02085
日期:2017.10.20
strong, nonreversible base in these reactions has been found to effect a dramatic drop in reaction temperature (to room temperature) relative to the current state-of-the-art (>100 °C) procedure. When employing iodine as an “oxidant”, new evidence suggests that this transformation may occur via a transiently stable iodinated intermediate rather than by direct single-electron oxidation.