Cyclic carbopalladation of alkynes terminated by carbonylative amidation
Termination of cyclic carbopalladation of alkynes via carbonylative lactamization can be achieved more satisfactorily with alkenyl or aryl halides containing an ω-sulfonamido group than with those containing an ω-amino group. The method appears to be generally satisfactory for the preparation of fus...
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| Published in | Tetrahedron Vol. 52; no. 35; pp. 11529 - 11544 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
OXFORD
Elsevier Ltd
26.08.1996
Elsevier |
| Subjects | |
| Online Access | Get full text |
| ISSN | 0040-4020 1464-5416 |
| DOI | 10.1016/0040-4020(96)00640-0 |
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| Abstract | Termination of cyclic carbopalladation of alkynes via carbonylative lactamization can be achieved more satisfactorily with alkenyl or aryl halides containing an ω-sulfonamido group than with those containing an ω-amino group. The method appears to be generally satisfactory for the preparation of fused cyclic systems consisting of six-membered rings, while the other cases require further development.
Intramolecular lactamization of acylpalladium derivatives with internal carboxamides and sulfonamides and its application to the development of cyclic carbopalladation-carbonylative lactamization cascades |
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| AbstractList | Termination of cyclic carbopalladation of alkynes via carbonylative lactamization can be achieved more satisfactorily with alkenyl or aryl halides containing an ω-sulfonamido group than with those containing an ω-amino group. The method appears to be generally satisfactory for the preparation of fused cyclic systems consisting of six-membered rings, while the other cases require further development.
Intramolecular lactamization of acylpalladium derivatives with internal carboxamides and sulfonamides and its application to the development of cyclic carbopalladation-carbonylative lactamization cascades Termination of cyclic carbopalladation of alkynes via carbonylative lactamization can be achieved more satisfactorily with alkenyl or aryl halides containing an omega-carboxamido or omega-sulfonamido group than with those containing an omega-amino group. The method appears to be generally satisfactory for the preparation of fused cyclic systems consisting of six-membered rings, while the other cases require further development. Copyright (C) 1996 Elsevier Science Ltd |
| Author | Sugihara, Takumichi Copéret, Christophe Negishi, Ei-ichi Ma, Shengming |
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| Cites_doi | 10.1016/S0040-4039(00)76177-6 10.1021/ja00179a058 10.1039/C39790000698 10.1021/ja00215a068 10.1021/jo00272a006 10.1002/anie.199423791 10.1021/ja00191a066 10.1016/S0040-4039(00)97630-5 10.1021/jo00403a013 10.1016/0040-4039(95)00120-2 10.1016/0040-4020(78)80197-5 10.1021/ja00229a073 10.1016/S0040-4039(00)92060-4 10.1021/jo00937a004 10.1021/cr950020x 10.1021/ja00096a070 10.1002/9780470132425.ch21 10.1016/S0040-4020(01)87263-X 10.1021/jo00165a002 10.1016/S0040-4039(01)80380-4 10.1021/ja00051a069 10.1351/pac199264030323 10.1016/S0040-4039(00)60156-9 |
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| Keywords | HALIDES METAL-PROMOTED CYCLIZATION ALKENES ROUTE BENZENE PALLADIUM-CATALYZED AMIDATION CASCADE ANION CAPTURE PROCESSES DERIVATIVES CARBOMETALATION |
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| Title | Cyclic carbopalladation of alkynes terminated by carbonylative amidation |
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