FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W4211097017> ?p ?o ?g. }

• W4211097017 endingPage "418" @default.
• W4211097017 startingPage "273" @default.
• W4211097017 abstract "Abstract The search for novel oxidizing agents, especially those that not only transform a broad range of diverse functional groups, but also do so with a high degree of selectivity, remains the focus of intense exploration. In recent years, the use of hypervalent iodine compounds as oxidizing agents has gained attention in synthetic organic chemistry. The α‐oxidation of carbonyl compounds by hypervalent iodine oxidants has been most widely investigated and has broad synthetic utility. Although this area has recently been reviewed in various forms and scope, a comprehensive coverage that focuses on synthetic applications is absent and the present chapter addresses this need. In this chapter the oxidation of carbonyl compounds with hypervalent iodine reagents is discussed. These reagents effect the electrophilic α‐oxidation of large numbers of ketones, β‐diketones, α,β‐unsaturated ketones, and their derivatives such as silyl enol ethers. The discussion is restricted mainly to the reactions of organoiodine(III) reagents; inclusion of other hypervalent iodine reagents such as organoiodine(V) reagents, periodic acid, or purely inorganic iodate reagents is beyond the scope of this chapter. Furthermore, reactions brought about with other oxidizing agents in combination with a catalytic amount of a hypervalent iodine reagent are not considered here. The chapter also excludes discussion of a considerable amount of work based upon the reaction of iodonium ylides, a distinct feature of organoiodine(III) reagents. The common abbreviations and names of the reagents used in this chapter are listed. A general feature of the reactions of carbonyl compounds described in this chapter is electrophilic attack of the organoiodine(III) reagent at the α‐carbon atom of a carbonyl group to yield a presumed tricoordinate iodine(III) intermediate. The Intermediate reacts further to yield products via various pathways depending upon the reaction conditions. The major processes that occur are summarized. These include oxidation of ketones under basic conditions leading to α‐hydroxydimethylacetals, oxidation of α,β‐unsaturated ketones leading to α‐hydroxy‐β‐methoxydimethylacetals, oxidation of ketones under neutral conditions, and related oxidation of silyl enol ethers under various conditions leading to α‐functionalization, intramolecular participation reactions leading to oxygen‐containing heterocyclic compounds including cyclic α‐keto ethers and lactones, and rearrangement processes such as 1,2‐aryl shifts in alkyl aryl ketones leading to 2‐arylalkanoates. All of these reactions are driven by the reduction of iodine(III) to iodine(I) (iodobenzene)." @default.
• W4211097017 created "2022-02-13" @default.
• W4211097017 creator A5048937098 @default.
• W4211097017 creator A5075816930 @default.
• W4211097017 date "1999-06-11" @default.
• W4211097017 modified "2023-10-16" @default.
• W4211097017 title "Oxidation of Carbonyl Compounds with Organohypervalent Iodine Reagents" @default.
• W4211097017 cites W1500857844 @default.
• W4211097017 cites W1512164035 @default.
• W4211097017 cites W1964784434 @default.
• W4211097017 cites W1965030996 @default.
• W4211097017 cites W1966446555 @default.
• W4211097017 cites W1966516356 @default.
• W4211097017 cites W1968483021 @default.
• W4211097017 cites W1970181325 @default.
• W4211097017 cites W1970798364 @default.
• W4211097017 cites W1971215578 @default.
• W4211097017 cites W1971801614 @default.
• W4211097017 cites W1972604592 @default.
• W4211097017 cites W1973383659 @default.
• W4211097017 cites W1976270741 @default.
• W4211097017 cites W1977082927 @default.
• W4211097017 cites W1977244610 @default.
• W4211097017 cites W1979799328 @default.
• W4211097017 cites W1981825351 @default.
• W4211097017 cites W1981835636 @default.
• W4211097017 cites W1982694455 @default.
• W4211097017 cites W1983497622 @default.
• W4211097017 cites W1984451244 @default.
• W4211097017 cites W1984881952 @default.
• W4211097017 cites W1985085755 @default.
• W4211097017 cites W1987705792 @default.
• W4211097017 cites W1988728806 @default.
• W4211097017 cites W1988837137 @default.
• W4211097017 cites W1989258303 @default.
• W4211097017 cites W1989280228 @default.
• W4211097017 cites W1990291555 @default.
• W4211097017 cites W1990487525 @default.
• W4211097017 cites W1990902765 @default.
• W4211097017 cites W1994863322 @default.
• W4211097017 cites W1997720340 @default.
• W4211097017 cites W1997988117 @default.
• W4211097017 cites W1998934885 @default.
• W4211097017 cites W2000092867 @default.
• W4211097017 cites W2000172587 @default.
• W4211097017 cites W2001927556 @default.
• W4211097017 cites W2001992729 @default.
• W4211097017 cites W2002626995 @default.
• W4211097017 cites W2002705387 @default.
• W4211097017 cites W2003003901 @default.
• W4211097017 cites W2003314769 @default.
• W4211097017 cites W2004710645 @default.
• W4211097017 cites W2005717950 @default.
• W4211097017 cites W2009425022 @default.
• W4211097017 cites W2013976258 @default.
• W4211097017 cites W2015419687 @default.
• W4211097017 cites W2015532054 @default.
• W4211097017 cites W2015647626 @default.
• W4211097017 cites W2018548178 @default.
• W4211097017 cites W2022035550 @default.
• W4211097017 cites W2022338069 @default.
• W4211097017 cites W2022523570 @default.
• W4211097017 cites W2022698213 @default.
• W4211097017 cites W2022901242 @default.
• W4211097017 cites W2022920060 @default.
• W4211097017 cites W2023218370 @default.
• W4211097017 cites W2026345311 @default.
• W4211097017 cites W2027591029 @default.
• W4211097017 cites W2027754929 @default.
• W4211097017 cites W2028715214 @default.
• W4211097017 cites W2029324654 @default.
• W4211097017 cites W2029494972 @default.
• W4211097017 cites W2030323053 @default.
• W4211097017 cites W2030451229 @default.
• W4211097017 cites W2034686212 @default.
• W4211097017 cites W2036051616 @default.
• W4211097017 cites W2037454109 @default.
• W4211097017 cites W2037490238 @default.
• W4211097017 cites W2037740625 @default.
• W4211097017 cites W2038292002 @default.
• W4211097017 cites W2039116425 @default.
• W4211097017 cites W2039225976 @default.
• W4211097017 cites W2039882800 @default.
• W4211097017 cites W2042459884 @default.
• W4211097017 cites W2043517578 @default.
• W4211097017 cites W2047579424 @default.
• W4211097017 cites W2048625647 @default.
• W4211097017 cites W2051566866 @default.
• W4211097017 cites W2052610866 @default.
• W4211097017 cites W2054828941 @default.
• W4211097017 cites W2058163575 @default.
• W4211097017 cites W2059722577 @default.
• W4211097017 cites W2060331766 @default.
• W4211097017 cites W2060853924 @default.
• W4211097017 cites W2062087617 @default.
• W4211097017 cites W2062515137 @default.
• W4211097017 cites W2064277121 @default.
• W4211097017 cites W2065415384 @default.

• next