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Bergman, Jan
Publications (10 of 57) Show all publications
Janosik, T. & Bergman, J. (2007). Five-membered ring systems: thiophenes and Se/Te analogues. Progress in Heterocyclic Chemistry, 18, 126-149
Open this publication in new window or tab >>Five-membered ring systems: thiophenes and Se/Te analogues
2007 (English)In: Progress in Heterocyclic Chemistry, ISSN 0959-6380, Vol. 18, p. 126-149Article, review/survey (Other academic) Published
National Category
Chemical Sciences
Identifiers
urn:nbn:se:sh:diva-35038 (URN)10.1016/S0959-6380(07)80009-2 (DOI)2-s2.0-77950313773 (Scopus ID)
Available from: 2018-06-25 Created: 2018-06-25 Last updated: 2018-06-25Bibliographically approved
Bergman, J. & Johnson, A.-L. (2006). A short synthesis of the carbazole alkaloid clausine E. Organic preparations and procedures international, 38(6), 593-599
Open this publication in new window or tab >>A short synthesis of the carbazole alkaloid clausine E
2006 (English)In: Organic preparations and procedures international, ISSN 0030-4948, E-ISSN 1945-5453, Vol. 38, no 6, p. 593-599Article in journal (Refereed) Published
National Category
Organic Chemistry
Identifiers
urn:nbn:se:sh:diva-14269 (URN)10.1080/00304940609356448 (DOI)000241928000002 ()2-s2.0-33845509685 (Scopus ID)
Available from: 2011-12-21 Created: 2011-12-20 Last updated: 2017-12-08Bibliographically approved
Janosik, T., Shirani, H., Wahlström, N., Malky, I., Stensland, B. & Bergman, J. (2006). Efficient sulfonation of 1-phenylsulfonyl-1H-pyrroles and 1-phenylsulfonyl-1H-indoles using chlorosulfonic acid in acetonitrile. Tetrahedron, 62(8), 1699-1707
Open this publication in new window or tab >>Efficient sulfonation of 1-phenylsulfonyl-1H-pyrroles and 1-phenylsulfonyl-1H-indoles using chlorosulfonic acid in acetonitrile
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2006 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 62, no 8, p. 1699-1707Article in journal (Refereed) Published
Abstract [en]

The sulfonation of various 1-phenylsulfonyl-1H-pyrroles and 1-phenylsulfonyl-1H-indoles using chlorosulfonic acid in acetonitrile has been studied, leading to the development of a clean and operationally simple protocol allowing direct synthesis of the corresponding 1-phenylsulfonyl-1H-pyrrole-3-sulfonyl chlorides and 1-phenylsulfonyl-1H-indole-3-sulfonyl chlorides, respectively, both of which may be easily converted to various sulfonamide derivatives by treatment with nitrogen nucleophiles. Efficient and selective removal of the phenylsulfonyl- or tosyl groups in the sulfonamide series may be achieved under mild conditions.

National Category
Organic Chemistry
Identifiers
urn:nbn:se:sh:diva-14306 (URN)10.1016/j.tet.2005.11.062 (DOI)000235414100005 ()2-s2.0-31444435552 (Scopus ID)
Available from: 2011-12-20 Created: 2011-12-20 Last updated: 2017-12-08Bibliographically approved
Shirani, H., Stensland, B., Bergman, J. & Janosik, T. (2006). New routes to 3-(Arylthio)indoles: Application to the synthesis of the 3,3 '-bis(indolyl) sulfone core of the marine alkaloid echinosulfone A. Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry (15), 2459-2463
Open this publication in new window or tab >>New routes to 3-(Arylthio)indoles: Application to the synthesis of the 3,3 '-bis(indolyl) sulfone core of the marine alkaloid echinosulfone A
2006 (English)In: Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, ISSN 0936-5214, E-ISSN 1437-2096, no 15, p. 2459-2463Article in journal (Refereed) Published
Abstract [en]

A new approach to 3-(arylthio)indoles and related compounds has been developed, based on the reactions of aryl Grignard reagents or lithiated heteroaroinatics with a phenylsulfonyl-protected 3,3'-bis(indolyl) disulfide. In addition, a rational approach to the 3,3'-bis(indolyl) sulfone core of the alkaloid echinosulfone A has been accomplished, involving treatment of a 3-lithioindole with bis(phenylsulfonyl) sulfide as the key step.

National Category
Organic Chemistry
Identifiers
urn:nbn:se:sh:diva-14280 (URN)10.1055/s-2006-950427 (DOI)000241175500023 ()2-s2.0-33749337272 (Scopus ID)
Available from: 2011-12-21 Created: 2011-12-20 Last updated: 2017-12-08Bibliographically approved
Johnson, A.-L. -., Slätt, J., Janosik, T. & Bergman, J. (2006). Stereoselective synthesis and isomerization of the indole alkaloid murrayacarine. Heterocycles, 68(10), 2165-2170
Open this publication in new window or tab >>Stereoselective synthesis and isomerization of the indole alkaloid murrayacarine
2006 (English)In: Heterocycles, ISSN 0385-5414, E-ISSN 1881-0942, Vol. 68, no 10, p. 2165-2170Article in journal (Refereed) Published
Abstract [en]

A short and efficient stereoselective synthesis of the indole alkaloid murrayacarine is described, including studies on its acid-induced isomerization.

National Category
Organic Chemistry
Identifiers
urn:nbn:se:sh:diva-22723 (URN)000241420800017 ()2-s2.0-33846625166 (Scopus ID)
Available from: 2014-04-24 Created: 2014-03-13 Last updated: 2017-12-05Bibliographically approved
Johnson, A.-L. & Bergman, J. (2006). Synthetic approaches towards an indole alkaloid isolated from the marine sponge Halichondria melanodocia. Tetrahedron, 62(47), 10815-10820
Open this publication in new window or tab >>Synthetic approaches towards an indole alkaloid isolated from the marine sponge Halichondria melanodocia
2006 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 62, no 47, p. 10815-10820Article in journal (Refereed) Published
Abstract [en]

The exocyclic analogue of the indole alkaloid isolated from the marine sponge Halichondria melanodocia has been prepared via olefination of a phosphonoester derived from 3-(2-bromoacyl)indole. The formation of an unexpected indolylazepine is also discussed.

National Category
Organic Chemistry
Identifiers
urn:nbn:se:sh:diva-14272 (URN)10.1016/j.tet.2006.09.003 (DOI)000241842500002 ()2-s2.0-33749527865 (Scopus ID)
Available from: 2011-12-21 Created: 2011-12-20 Last updated: 2017-12-08Bibliographically approved
Wiklund, P. & Bergman, J. (2006). The chemistry of anthranilic acid. CURRENT ORGANIC SYNTHESIS, 3(3), 379-402
Open this publication in new window or tab >>The chemistry of anthranilic acid
2006 (English)In: CURRENT ORGANIC SYNTHESIS, ISSN 1570-1794, Vol. 3, no 3, p. 379-402Article in journal (Refereed) Published
Abstract [en]

Anthranilic acid (2-aminobenzoic acid, AA) is a versatile and low cost starting material for synthesis of benzofused heterocycles. It also plays a vital part in the biosynthesis of tryptophan and its derivatives, as well as in several types of alkaloids. Therefore the chemistry of anthranilic acid is of importance in medicinal and biological chemistry. The main emphasis of this review article is on the use of anthranilic acid as a starting material for synthesis of heterocycles, but it also covers the history, synthesis and reactivity, as well as a short account of the medicinal chemistry and biochemistry of anthranilic acids.

National Category
Organic Chemistry
Identifiers
urn:nbn:se:sh:diva-14286 (URN)10.2174/157017906777934926 (DOI)000238932300006 ()2-s2.0-33746895836 (Scopus ID)
Available from: 2011-12-20 Created: 2011-12-20 Last updated: 2014-03-27Bibliographically approved
Janosik, T., Bergman, J. & Pelkey, E. T. (2005). Chapter 5.2 Five-membered ring systems: Pyrroles and benzo derivatives. Progress in Heterocyclic Chemistry, 16, 128-155
Open this publication in new window or tab >>Chapter 5.2 Five-membered ring systems: Pyrroles and benzo derivatives
2005 (English)In: Progress in Heterocyclic Chemistry, ISSN 0959-6380, Vol. 16, p. 128-155Article, review/survey (Other academic) Published
Abstract [en]

This chapter discusses the progress in synthesis and chemistry of pyrroles, indoles, and related fused ring systems. Several specialized reviews on the chemistry of indoles and pyrroles have appeared during the reporting period, providing more in-depth coverage. A comprehensive review on pyrrole natural products has appeared as well as a more limited one on the synthetic chemistry involving the pyrrole natural products roseophilin and prodigiosin is illustrated in this chapter. Likewise, the synthetic efforts in the field of the pyrrole-imidazole class of alkaloids have been covered. The isolation and synthesis of indole alkaloids containing a non-rearranged monoterpenoid unit is discussed in this chapter.

National Category
Chemical Sciences
Identifiers
urn:nbn:se:sh:diva-35051 (URN)10.1016/S0959-6380(05)80048-0 (DOI)2-s2.0-24644458515 (Scopus ID)
Available from: 2018-06-25 Created: 2018-06-25 Last updated: 2018-06-25Bibliographically approved
Janosik, T. & Bergman, J. (2005). Five-membered ring systems: thiophenes and Se/Te analogues. Progress in heterocyclic chemistry., 17, 84-108
Open this publication in new window or tab >>Five-membered ring systems: thiophenes and Se/Te analogues
2005 (English)In: Progress in heterocyclic chemistry., ISSN 0959-6380, Vol. 17, p. 84-108Article, review/survey (Other academic) Published
National Category
Chemical Sciences
Identifiers
urn:nbn:se:sh:diva-35050 (URN)10.1016/S0959-6380(05)80327-7 (DOI)2-s2.0-33748976789 (Scopus ID)
Available from: 2018-06-25 Created: 2018-06-25 Last updated: 2018-06-25Bibliographically approved
Engqvist, R., Stensland, B. & Bergman, J. (2005). Reduction of indolo[2,3-b]quinoxalines. Tetrahedron, 61(18), 4495-4500
Open this publication in new window or tab >>Reduction of indolo[2,3-b]quinoxalines
2005 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 61, no 18, p. 4495-4500Article in journal (Refereed) Published
Abstract [en]

Reduction of indolo[2,3-b]quinoxalines with zinc in the presence of an anhydride gave N,N-diacyl trapped 6,11-dihydroindolo[2,3-b]quinoxalines in 43-92% yields. When the reduction with zinc was performed in TFA/TFAA, an unexpected ring opened product was isolated in 49% yield. The structure of this product could be identified as 1,2-dihydro-1-trifluoroacetyl-3-[(2-trifluoroacetylamino)phenyl]quinoxal ine.

National Category
Organic Chemistry
Identifiers
urn:nbn:se:sh:diva-14382 (URN)10.1016/j.tet.2005.02.060 (DOI)000228607400018 ()2-s2.0-17044402179 (Scopus ID)
Note

Som manuskript i avhandling. As manuscript in dissertation.

Available from: 2011-12-22 Created: 2011-12-21 Last updated: 2017-12-08Bibliographically approved
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