Literature DB >> 18642834

Total synthesis of aristolactams via a one-pot suzuki-miyaura coupling/aldol condensation cascade reaction.

Joa Kyum Kim1, Young Ha Kim, Ho Tae Nam, Bum Tae Kim, Jung-Nyoung Heo.   

Abstract

A direct one-pot synthesis of phenanthrene lactams, which employs a Suzuki-Miyaura coupling/aldol condensation cascade reaction of isoindolin-1-one with 2-formylphenylboronic acid, has been developed. The approach is used to efficiently produce a number of natural aristolactams, such as aristolactam BII (cepharanone B), aristolactam BIII, aristolactam FI (piperolactam A), N-methyl piperolactam A, and sauristolactam.

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Year:  2008        PMID： 18642834     DOI： 10.1021/ol801291k

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  8 in total

Review 1.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

2.  Total synthesis and biological evaluation of an antifungal tricyclic o-hydroxy-p-quinone methide diterpenoid.

Authors:  Jinhua Huang; Dylan Foyle; Xiaorong Lin; Jiong Yang
Journal:  J Org Chem       Date:  2013-09-05       Impact factor: 4.354

3.  Influence of ligand geometry on cholinesterase enzyme - A comparison of 1-isoindolinone based structural analog with Donepezil.

Authors:  Sunil P Upadhyay; Vikas Singh; Ram Sharma; Jianping Zhou; Pritam Thapa; David K Johnson; Andrew Keightley; Maohui Chen; William Suo; Mukut Sharma
Journal:  J Mol Struct       Date:  2021-08-31       Impact factor: 3.841

Review 4.  Applications of Friedel-Crafts reactions in total synthesis of natural products.

Authors:  Majid M Heravi; Vahideh Zadsirjan; Pegah Saedi; Tayebeh Momeni
Journal:  RSC Adv       Date:  2018-12-03       Impact factor: 4.036

Review 5.  The chemistry of isoindole natural products.

Authors:  Klaus Speck; Thomas Magauer
Journal:  Beilstein J Org Chem       Date:  2013-10-10       Impact factor: 2.883

6.  Total synthesis of aristolactam alkaloids via synergistic C-H bond activation and dehydro-Diels-Alder reactions.

Authors:  Mallu Chenna Reddy; Masilamani Jeganmohan
Journal:  Chem Sci       Date:  2017-03-23       Impact factor: 9.825

7.  Total synthesis of the aristolochic acids, their major metabolites, and related compounds.

Authors:  Sivaprasad Attaluri; Charles R Iden; Radha R Bonala; Francis Johnson
Journal:  Chem Res Toxicol       Date:  2014-06-11       Impact factor: 3.739

8.  Facile cleavage of C-C bond: conversion of pyrane derivative to 1,3-oxazin derivative.

Authors:  Zhilan Lin; Xueli Zhang; Xinkui You; Yuan Gao
Journal:  Tetrahedron       Date:  2012-05-30       Impact factor: 2.457
  8 in total

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