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New Insertion Reactions of Some Carbenoids into Amide- and Sulfonamide-NH Bonds


Mloston, Grzegorz; Celeda, Malgorzata; Swiatek, Anna; Kägi, Martin; Heimgartner, Heinz (1998). New Insertion Reactions of Some Carbenoids into Amide- and Sulfonamide-NH Bonds. Polish Journal of Chemistry, 72:1907-1914.

Abstract

In the presence of catalytic amounts of Rh2(OAc)4 in toluene, dimethyl diazomalonate (1) decomposed with evolution of N2 to form a carbenoid of type 8 which reacted with carboxamides 2 and toluene sulfonamide (4) to give 2-(acylamino)- and 2-(sulfonylamino)malonates 3 and 5, respectively. I an analogous reaction, alpha-diazo ketone 6 and 4 yielded N-(2-oxo-1,2-diphenylethyl)toluene sulfonamide (7).

Abstract

In the presence of catalytic amounts of Rh2(OAc)4 in toluene, dimethyl diazomalonate (1) decomposed with evolution of N2 to form a carbenoid of type 8 which reacted with carboxamides 2 and toluene sulfonamide (4) to give 2-(acylamino)- and 2-(sulfonylamino)malonates 3 and 5, respectively. I an analogous reaction, alpha-diazo ketone 6 and 4 yielded N-(2-oxo-1,2-diphenylethyl)toluene sulfonamide (7).

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:1998
Deposited On:12 Nov 2013 14:17
Last Modified:05 Apr 2016 17:08
Publisher:Polskie Towarzystwo Chemiczne
ISSN:0137-5083
Funders:Rector of the University of Lodz (Research Grant No. 505/602), Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel

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