01215nas a2200181 4500008004100000022001400041245018400055210006900239260011000308300001400418490000700432520038000439100002100819700002300840700001700863700002200880856013100902 2014 eng d a1477-052000aIodine-catalyzed aromatization of tetrahydrocarbazoles and its utility in the synthesis of glycozoline and murrayafoline A: a combined experimental and computational investigation0 aIodinecatalyzed aromatization of tetrahydrocarbazoles and its ut aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcJUN a4832-48360 v123 a

A new protocol for the aromatization of tetrahydrocarbazoles has been achieved using a catalytic amount of iodine, giving high yields. The role of iodine in the aromatization has been explained by DFT, and its wide scope is extended to the total synthesis of glycozoline and murrayafoline A. This method has proven to be tolerant of a broad range of functional groups.

1 aHumne, Vivek, T.1 aDangat, Yuvraj, B.1 aVanka, Kumar1 aLokhande, Pradeep uhttps://library.ncl.res.in/content/iodine-catalyzed-aromatization-tetrahydrocarbazoles-and-its-utility-synthesis-glycozoline-001328nas a2200181 4500008004100000022001400041245015200055210006900207260007100276300001400347490000700361520055800368100002400926700002100950700002500971700002400996856012601020 2016 eng d a1523-706000aRadical beckmann rearrangement and its application in the formal total synthesis of antimalarial natural product isocryptolepine via C-H activation0 aRadical beckmann rearrangement and its application in the formal a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAMER CHEMICAL SOCcJUL a3450-34530 v183 a

The Beckmann rearrangement of ketoximes, mediated by ammonium persulfate-dimethyl sulfoxide as a reagent, has been achieved under neutral conditions. Based on the radical trapping and O-18-labeling experiments, the transformation follows a mechanism involving a radical pathway. The scope and generality of the developed protocol has been demonstrated by 19 examples. The developed protocol and Pd-catalyzed intramolecular double C-H activation were used as key steps in the formal total synthesis of antimalarial natural product isocryptolepine.

1 aMahajan, Pankaj, S.1 aHumne, Vivek, T.1 aTanpure, Subhash, D.1 aMhaske, Santosh, B. uhttps://library.ncl.res.in/content/radical-beckmann-rearrangement-and-its-application-formal-total-synthesis-antimalarial01820nas a2200241 4500008004100000022001400041245008300055210006900138260000800207300001200215490000700227520105200234653002501286653001801311653001301329653002101342653001401363653002001377100002401397700002101421700002401442856011201466 2017 eng d a1385-272800aAchmatowicz reaction: A versatile tool in bioactive natural products synthesis0 aAchmatowicz reaction A versatile tool in bioactive natural produ cAPR a503-5450 v213 a

Achmatowicz reaction has emerged as an efficient tool in organic synthesis since its discovery in 1971 by Achmatowicz Jr. The original protocol went through several advantageous variations. Biocatalytic and metal catalyzed versions of this reaction are some of the significant achievements, which further enhanced its effectiveness. The pyranone product of the Achmatowicz reaction is a versatile building block for the synthesis of bioactive scaffolds, drugs and natural products. The present review covers the application of the Achmatowicz reaction in the synthesis of natural products and bioactive molecules reported from 1971 to date. It has been divided into seven sections on the basis of the core structures of the natural products synthesized utilizing the Achmatowicz reaction. We believe that this comprehensive review will attract many more organic chemists to explore its utility in organic synthesis, especially in the synthesis of bioactive natural products as well as drugs in their efficient and atom economical synthesis.

10aAchmatowicz reaction10acarbohydrates10aFuranols10aNatural products10apyranones10aTotal synthesis1 aMahajan, Pankaj, S.1 aHumne, Vivek, T.1 aMhaske, Santosh, B. uhttps://library.ncl.res.in/content/achmatowicz-reaction-versatile-tool-bioactive-natural-products-synthesis01145nas a2200205 4500008004100000022001400041245013700055210006900192260000800261300001400269490000700283520039700290100002100687700002100708700002500729700001900754700001700773700002200790856012700812 2022 eng d a1477-052000aDirect oxidation of bromo-derived Fischer-Borsche oxo-ring using molecular iodine with combined experimental and computational study0 aDirect oxidation of bromoderived FischerBorsche oxoring using mo cJUL a5726-57290 v203 a

A direct oxidation of the bromo-derived Fischer-Borsche oxo-ring leading to carbazolequinone has been developed by using molecular iodine. This unprecedented transformation has been used for the modular synthesis of the anti-cardiotonic agent murrayaquinone. Furthermore, the present method has been generalized to a broad range of functional groups, with good to excellent yield.

1 aHumne, Vivek, T.1 aGhom, Monica, H.1 aNaykode, Mahavir, S.1 aDangat, Yuvraj1 aVanka, Kumar1 aLokhande, Pradeep uhttps://library.ncl.res.in/content/direct-oxidation-bromo-derived-fischer-borsche-oxo-ring-using-molecular-iodine-combined01465nas a2200217 4500008004100000022001400041245011800055210006900173260000900242300001200251490000700263520069100270653002600961653002600987653001601013100002201029700002301051700002501074700002101099856012701120 2024 eng d a1477-052000aCopper-mediated [3+2] oxidative cyclization of oxime acetate and its utility in the formal synthesis of fentiazac0 aCoppermediated 32 oxidative cyclization of oxime acetate and its cJAN  a521-5280 v223 a

A new protocol for the direct synthesis of 2-aminothiazole has been developed from oxime acetate and readily available sodium thiocyanate using a copper catalyst. The present transformation has good functional group tolerance. Various thiazoles were smoothly synthesized in good to excellent yields. The applicability of the present method has been extended to the formal synthesis of the non-steroidal and anti-inflammatory drug, fentiazac via the Sandmeyer reaction and Suzuki coupling. The direct synthesis of 2-aminothiazole has been developed from oxime acetate using a copper catalyst. The applicability of the present method is used in the formal synthesis of fentiazac.

10aBiological evaluation10aC-H functionalization10aVinylazides1 aJadhao, Nitin, L.1 aMusale, Harish, B.1 aGajbhiye, Jayant, M.1 aHumne, Vivek, T. uhttps://library.ncl.res.in/content/copper-mediated-32-oxidative-cyclization-oxime-acetate-and-its-utility-formal-synthesis