Alumina-mediated dealkylative dimerization of 4-aminobenzyl esters

Lai, Y.-Y.; Lin, N.-T.; Liu, Y.-H.; Wang, Y.; Luh, T.-Y.; YU-YING LAI; TIEN-YAU LUH; Lai, Y.-Y.;Lin, N.-T.;Liu, Y.-H.;Wang, Y.;Luh, T.-Y.

doi:10.1016/j.tet.2007.02.094

Alumina-mediated dealkylative dimerization of 4-aminobenzyl esters

Resource

Tetrahedron 63 (26): 6051-6055

Journal

Tetrahedron

Journal Volume

63

Journal Issue

26

Pages

6051-6055

Date Issued

2007

Author(s)

Lai, Y.-Y.

Lin, N.-T.

Liu, Y.-H.

Wang, Y.

Luh, T.-Y.

YU-YING LAI

TIEN-YAU LUH

DOI

10.1016/j.tet.2007.02.094

URI

http://www.scopus.com/inward/record.url?eid=2-s2.0-34248654031&partnerID=MN8TOARS

http://scholars.lib.ntu.edu.tw/handle/123456789/332433

Abstract

Treatment of 4-aminobenzyl esters with Al2O3 in DCM at rt afforded the dealkylative dimerized 4,4′-diamino-diphenylmethanes in satisfactory yield. The reaction may proceed via a quinone methide iminium ion intermediate, which may then undergo Michael type addition followed by retro-aldol extrusion of a formaldehyde species. © 2007 Elsevier Ltd. All rights reserved.

Type

journal article

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40.pdf

Size

2 MB

Format

Adobe PDF

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(MD5):e7534511260d991d8c5e9b626efb222b

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179.pdf

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Alumina-mediated dealkylative dimerization of 4-aminobenzyl esters

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