{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,19]],"date-time":"2026-09-19T12:38:23Z","timestamp":1789821503151,"version":"4.0.1"},"reference-count":69,"publisher":"American Chemical Society (ACS)","issue":"19","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Org. Chem."],"published-print":{"date-parts":[[2004,9,1]]},"DOI":"10.1021\/jo049429p","type":"journal-article","created":{"date-parts":[[2004,9,10]],"date-time":"2004-09-10T04:37:42Z","timestamp":1094791062000},"page":"6419-6426","source":"Crossref","is-referenced-by-count":13,"title":["Novel Kumada Coupling Reaction to Access Cyclic (2-Azaallyl)stannanes. Cycloadditions of Cyclic Nonstabilized 2-Azaallyllithium Species Derived from Cyclic (2-Azaallyl)stannanes"],"prefix":"10.1021","volume":"69","author":[{"given":"Douglas M.","family":"Mans","sequence":"first","affiliation":[{"name":"Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109-1055"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"William H.","family":"Pearson","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109-1055"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2004,8,21]]},"reference":[{"key":"jo049429pb00001\/jo049429pb00001_1","first-page":"921","volume":"903","author":"Leading","year":"2003","journal-title":"Synlett"},{"key":"jo049429pb00002\/jo049429pb00002_1","first-page":"2222","volume":"57","author":"Chong J. M.","year":"1992","journal-title":"J. Org. Chem."},{"key":"jo049429pb00002\/jo049429pb00002_2","doi-asserted-by":"crossref","first-page":"6357","DOI":"10.1021\/jo00049a059","volume":"57","author":"Pearson W. H.","year":"1992","journal-title":"J. Org. Chem."},{"key":"jo049429pb00003\/jo049429pb00003_1","first-page":"689","volume":"64","author":"Pearson W. H.","year":"1999","journal-title":"J. Org. Chem."},{"key":"jo049429pb00003\/jo049429pb00003_2","doi-asserted-by":"crossref","first-page":"1726","DOI":"10.1002\/(SICI)1521-3773(19980703)37:12<1724::AID-ANIE1724>3.0.CO;2-8","volume":"37","author":"Pearson W. H.","year":"1998","journal-title":"Angew. Chem., Int. Ed."},{"key":"jo049429pb00003\/jo049429pb00003_3","first-page":"3617","volume":"63","author":"Pearson W. H.","year":"1998","journal-title":"J. Org. Chem."},{"key":"jo049429pb00003\/jo049429pb00003_4","first-page":"3372","volume":"38","author":"Pearson W. H.","year":"1997","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00003\/jo049429pb00003_5","first-page":"12337","volume":"117","author":"Pearson W. H.","year":"1995","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00003\/jo049429pb00003_6","first-page":"9176","volume":"35","author":"Pearson W. H.","year":"1994","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00004\/jo049429pb00004_1","doi-asserted-by":"crossref","first-page":"6725","DOI":"10.1021\/ja016007d","volume":"123","author":"Pearson W. H.","year":"2001","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00005\/jo049429pb00005_1","first-page":"2644","volume":"35","author":"Pearson W. H.","year":"1994","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00006\/jo049429pb00006_1","doi-asserted-by":"crossref","first-page":"1441","DOI":"10.1016\/0040-4020(75)87076-1","volume":"31","author":"Hubert J. C.","year":"1975","journal-title":"Tetrahedron"},{"key":"jo049429pb00007\/jo049429pb00007_1","first-page":"906","volume":"904","author":"Pearson W. H.","year":"1994","journal-title":"Synthesis"},{"key":"jo049429pb00007\/jo049429pb00007_2","first-page":"908","volume":"907","author":"Katritzky A. R.","year":"1994","journal-title":"Synthesis"},{"key":"jo049429pb00008\/jo049429pb00008_1","doi-asserted-by":"crossref","first-page":"3439","DOI":"10.1002\/1521-3773(20020916)41:18<3439::AID-ANIE3439>3.0.CO;2-W","volume":"41","author":"The","year":"2002","journal-title":"Angew. Chem., Int. Ed."},{"key":"jo049429pb00009\/jo049429pb00009_1","doi-asserted-by":"crossref","first-page":"1396","DOI":"10.1021\/jo01091a643","volume":"24","author":"Seyferth D.","year":"1959","journal-title":"J. Org. Chem."},{"key":"jo049429pb00009\/jo049429pb00009_2","doi-asserted-by":"crossref","first-page":"1026","DOI":"10.1351\/pac198759081021","volume":"59","author":"Reich H. J.","year":"1987","journal-title":"Pure Appl. Chem."},{"key":"jo049429pb00009\/jo049429pb00009_3","doi-asserted-by":"crossref","first-page":"2103","DOI":"10.1021\/ja00268a068","volume":"108","author":"Reich H. J.","year":"1986","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00009\/jo049429pb00009_4","doi-asserted-by":"crossref","first-page":"6579","DOI":"10.1021\/ja00042a060","volume":"114","author":"Reich H. J.","year":"1992","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00009\/jo049429pb00009_5","first-page":"3","volume":"13","author":"Reich H. J.","year":"1994","journal-title":"Organometallics"},{"key":"jo049429pb00010\/jo049429pb00010_1","doi-asserted-by":"crossref","first-page":"4399","DOI":"10.1021\/jo00197a014","volume":"49","author":"The","year":"1984","journal-title":"J. Org. Chem."},{"key":"jo049429pb00011\/jo049429pb00011_1","first-page":"794","volume-title":"O.","volume":"2","author":"For","year":"1991"},{"key":"jo049429pb00012\/jo049429pb00012_1","first-page":"248","volume":"39","author":"Charette A. B.","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00012\/jo049429pb00012_2","first-page":"8502","volume":"38","author":"Charette A. B.","year":"1997","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00012\/jo049429pb00012_3","doi-asserted-by":"crossref","first-page":"714","DOI":"10.1016\/S0040-4039(97)10642-6","volume":"39","author":"Sforza S.","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00013\/jo049429pb00013_1","first-page":"238","volume":"40","author":"For","year":"1995","journal-title":"Heterocycles"},{"key":"jo049429pb00014\/jo049429pb00014_1","unstructured":"For cross-coupling reactions involving imidoyl chlorides:\u2009 (a) Lin, S.Y.; Sheng, H.Y.; Huang, Y.Z.Synthesis1991, 235\u2212236. (b) Kosugi, M.; Koshiba, M.; Atoh, A.; Sano, H.; Migita, T.Bull. Chem. Soc. Jpn.1986,59, 677\u2212679. (c) Kobayashi, T.; Sakakura, T.; Tanaka, M.Tetrahedron Lett.1985,26, 3463\u22123466. (d) Rouden, J.; Bernard, A.; Lasne, M.C.TetrahedronLett.1999,40, 8109\u22128112. (e) Ito, Y.; Inouye, M.; Murakami, M.Chem. Lett.1989, 1261\u22121264. For cross-coupling reactions involving sp2-bound triflates, see:\u2009 (f) Farina, V.; Krishnamurthy, V.; Scott, W. InOrganic Reactions; Paquette, L. A., Ed.; John Wiley & Sons:\u2009 New York, 1997; Vol. 50, pp 1\u2212633. (g) Farina, V.; Krishnan, B.; Marshall, D. R.; Roth, G. R.J. Org. Chem.1993,58, 5434\u22125444. (h) Scott, W. J.; Stille, J. K.J. Am. Chem. Soc.1986,108, 3033\u22123040. (i) Echavarren, A. M.; Stille, J. K.J. Am. Chem. Soc.1987,109, 5478\u22125486."},{"key":"jo049429pb00015\/jo049429pb00015_1","first-page":"480","volume-title":"Comprehensive Organic Synthesis","volume":"3","author":"Tamao","year":"1991"},{"key":"jo049429pb00015\/jo049429pb00015_2","first-page":"240","volume-title":"Comprehensive Organometallic Chemistry II","volume":"2","author":"Farina","year":"1995"},{"key":"jo049429pb00015\/jo049429pb00015_3","first-page":"805","volume":"5","author":"Alphonse F.-A.","year":"2003","journal-title":"Org. Lett."},{"key":"jo049429pb00015\/jo049429pb00015_4","first-page":"802","volume":"5","author":"Egi M.","year":"2003","journal-title":"Org. Lett."},{"key":"jo049429pb00015\/jo049429pb00015_5","doi-asserted-by":"crossref","first-page":"985","DOI":"10.1021\/ol025547s","volume":"4","author":"Kusturin C. L.","year":"2002","journal-title":"Org. Lett."},{"key":"jo049429pb00015\/jo049429pb00015_6","doi-asserted-by":"crossref","first-page":"981","DOI":"10.1021\/ol0200091","volume":"4","author":"Liebeskind L. S.","year":"2002","journal-title":"Org. Lett."},{"key":"jo049429pb00015\/jo049429pb00015_7","first-page":"9309","volume":"67","author":"Ghosh I.","year":"2002","journal-title":"J. Org. Chem."},{"key":"jo049429pb00015\/jo049429pb00015_8","first-page":"1450","volume":"1447","author":"Takei H.","year":"1979","journal-title":"Chem. Lett."},{"key":"jo049429pb00015\/jo049429pb00015_9","doi-asserted-by":"crossref","first-page":"2294","DOI":"10.1016\/S0040-4020(01)91955-6","volume":"39","author":"Tiecco M.","year":"1983","journal-title":"Tetrahedron"},{"key":"jo049429pb00015\/jo049429pb00015_10","first-page":"46","volume":"20","author":"Okamura H.","year":"1979","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00015\/jo049429pb00015_11","first-page":"3428","volume":"20","author":"Okamura H.","year":"1979","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00015\/jo049429pb00015_12","first-page":"907","volume":"6","author":"Angiolelli M. E.","year":"2000","journal-title":"Synlett"},{"key":"jo049429pb00016\/jo049429pb00016_1","doi-asserted-by":"crossref","first-page":"11261","DOI":"10.1021\/ja005613q","volume":"122","author":"Liebeskind L. S.","year":"2000","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00016\/jo049429pb00016_2","doi-asserted-by":"crossref","first-page":"3231","DOI":"10.1021\/ol000231a","volume":"2","author":"Savarin C.","year":"2000","journal-title":"Org. Lett."},{"key":"jo049429pb00016\/jo049429pb00016_3","doi-asserted-by":"crossref","first-page":"3192","DOI":"10.1016\/S0040-4039(98)00456-0","volume":"39","author":"Tokuyama H.","year":"1998","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00017\/jo049429pb00017_1","first-page":"5982","volume":"117","author":"The","year":"1995","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00018\/jo049429pb00018_1","first-page":"1969","volume":"49","author":"For","year":"1976","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"jo049429pb00019\/jo049429pb00019_1","doi-asserted-by":"crossref","first-page":"12514","DOI":"10.1021\/ja025552r","volume":"124","author":"Grana P.","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00020\/jo049429pb00020_1","first-page":"3466","volume":"22","author":"Trost B. M.","year":"1981","journal-title":"L Tetrahedron Lett."},{"key":"jo049429pb00020\/jo049429pb00020_2","doi-asserted-by":"crossref","first-page":"751","DOI":"10.1021\/jo00343a034","volume":"47","author":"Trost B. M.","year":"1982","journal-title":"J. Org. Chem."},{"key":"jo049429pb00020\/jo049429pb00020_3","doi-asserted-by":"crossref","first-page":"5090","DOI":"10.1021\/ja00353a038","volume":"105","author":"Trost B. M.","year":"1983","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00020\/jo049429pb00020_4","first-page":"4314","volume":"24","author":"Fabre J.-L.","year":"1983","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00020\/jo049429pb00020_5","first-page":"4322","volume":"24","author":"Cuvigny T.","year":"1983","journal-title":"Tetrahedron Lett."},{"issue":"50","key":"jo049429pb00020\/jo049429pb00020_6","doi-asserted-by":"crossref","first-page":"6276","DOI":"10.1016\/S0040-4039(01)91350-4","volume":"28","author":"Capet M.","year":"1987","journal-title":"Tetrahedron Lett."},{"key":"jo049429pb00021\/jo049429pb00021_1","first-page":"3241","volume":"3238","author":"For","year":"1965","journal-title":"J. Chem. Soc."},{"key":"jo049429pb00022\/jo049429pb00022_1","doi-asserted-by":"crossref","first-page":"163","DOI":"10.1021\/ja00313a032","volume":"106","author":"Hayashi T.","year":"1984","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00022\/jo049429pb00022_2","first-page":"8030","volume":"62","author":"Saito S.","year":"1997","journal-title":"J. Org. Chem."},{"key":"jo049429pb00023\/jo049429pb00023_1","first-page":"2424","volume":"16","author":"Anbazhagan M.","year":"1997","journal-title":"J. Chem. Soc., Perkin Trans. 1"},{"key":"jo049429pb00024\/jo049429pb00024_1","first-page":"483","volume-title":"The Chemistry of Amidines and Imidates","volume":"2","author":"Neilson D.","year":"1991"},{"key":"jo049429pb00025\/jo049429pb00025_1","doi-asserted-by":"crossref","first-page":"3684","DOI":"10.1021\/jo00298a063","volume":"55","author":"Some","year":"1990","journal-title":"J. Org. Chem."},{"key":"jo049429pb00026\/jo049429pb00026_1","first-page":"3102","volume":"4","author":"Pearson W. H.","year":"2002","journal-title":"Org. Lett."},{"key":"jo049429pb00026\/jo049429pb00026_2","first-page":"1247","volume":"69","author":"Pearson W. H.","year":"2004","journal-title":"J. Org. Chem."},{"key":"jo049429pb00027\/jo049429pb00027_1","first-page":"1345","volume":"114","author":"Pearson W. H.","year":"1992","journal-title":"Szura, D. P.; Postich, M. J. J. Am. Chem. Soc."},{"key":"jo049429pb00028\/jo049429pb00028_1","first-page":"7004","volume":"35","author":"Pearson W. H.","year":"1994","journal-title":"Jacobs, V. A. Tetrahedron Lett."},{"key":"jo049429pb00029\/jo049429pb00029_1","volume-title":"University of Michigan at Ann Arbor","author":"Stevens E. P. Ph.D.","year":"1997"},{"key":"jo049429pb00030\/jo049429pb00030_1","doi-asserted-by":"crossref","first-page":"3390","DOI":"10.1021\/jo00367a034","volume":"51","author":"McDougal P. G.","year":"1986","journal-title":"J. Org. Chem."},{"key":"jo049429pb00031\/jo049429pb00031_1","doi-asserted-by":"crossref","first-page":"313","DOI":"10.1021\/jo971514s","volume":"63","author":"Tori M.","year":"1998","journal-title":"J. Org. Chem."},{"key":"jo049429pb00032\/jo049429pb00032_1","doi-asserted-by":"crossref","first-page":"6191","DOI":"10.1021\/ja00772a044","volume":"94","author":"Corey E. J.","year":"1972","journal-title":"J. Am. Chem. Soc."},{"key":"jo049429pb00033\/jo049429pb00033_1","doi-asserted-by":"crossref","first-page":"2482","DOI":"10.1021\/jo00406a041","volume":"43","author":"Mancuso A. J.","year":"1978","journal-title":"J. Org. Chem."},{"key":"jo049429pb00035\/jo049429pb00035_1","volume-title":"A. P.","author":"For","year":"1995"},{"key":"jo049429pb00036\/jo049429pb00036_1","first-page":"732","volume-title":"W. H.","volume":"1","author":"For","year":"2004"},{"key":"jo049429pb00037\/jo049429pb00037_1","first-page":"3534","volume":"58","author":"For","year":"2002","journal-title":"Tetrahedron"}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/jo049429p","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2021,10,17]],"date-time":"2021-10-17T09:06:11Z","timestamp":1634461571000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/jo049429p"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2004,8,21]]},"references-count":69,"journal-issue":{"issue":"19","published-print":{"date-parts":[[2004,9,1]]}},"alternative-id":["10.1021\/jo049429p"],"URL":"https:\/\/doi.org\/10.1021\/jo049429p","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2004,8,21]]}}}