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2.1.1.2.1.14.3 4-Halopyridines

DOI: 10.1055/sos-SD-208-00030

Scholz, U.; Dong, W.; Feng, J.; Shi, W.Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2013268.

4-Chloropyridine is reported to react with octylamine using the palladium(II) acetate/Josiphos 7 catalytic system to give the desired product in good to excellent yield (Scheme 25).[‌18‌,‌28‌]

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Meeeee 88 Meeeeeeee-Meeeeeeee Meeee-Meeeeeee Meeeeeeee ee 8-Meeeeeeeeeeee eeee Meeeeeeee Meeeee[‌88‌,‌88‌,‌88‌,‌88‌]

Meeeeeeeeee 88

M M8 M8 Meeeeeeeee Meeee (%) Mee
Me M (MM8)8Me Me(MMe)8, 8, e-MeMMe, MMM 88 [‌88‌]
Me M (MM8)8Me Me(MMe)8, 8, e-MeMMe, MMM 88 [‌88‌]
Me M (MM8)8Me Me(MMe)8, 8, e-MeMMe, MMM 88 [‌88‌]
Me (MM8)8MMe(MM8)8 Me(MMe)8, MMeee, e-MeMMe, MMM 88 [‌88‌]
Me Me (MM8)8Me Me(MMe)8, 8-Mee8M, e-MeMMe, eeeeeee 88 [‌88‌]
Me M (MM8)8Me 88, e-MeMMe, MMM 88 [‌88‌]
M M (MM8)8Me Me(MMe)8, 8, e-MeMMe, MMM 88 [‌88‌]

Meeeeeeeeeee Meeeeeeee

M-Meeee-M-eeeeeeeeeeeee-8-eeeee [88, M8 = Me; M8 = (MM8)8Me]; Meeeeee Meeeeeeee:[‌88‌]

M eeeeeee ee 8-eeeeeeeeeeeee eeeeeeeeeeeee (8.8 e, 88 eeee), M-eeeeeeeeeeeeeeee (8.8 eM, 88 eeee), Me(MMe)8 (88 ee, 8.88 eeee), 8-Mee8M (888 ee, 8.88 eeee), eee e-MeMMe (8.8 e, 88 eeee) ee eeeeeee (88 eM) eee eeeeee ee 88 °M eee 88 e. Mee eeeeeee eee eeee eeeeeee ee eeee ee ee, eeeeeeee eeeeeee e Meeeee eee, eee eee eeeeee eeee eeeeee eeee Me8M. Meeee eee eeeeeeee eee eeee eeeeeee, eee eeeeeeeee eeeee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeee/MeMMe 8:8); eeeee: 8.8 e (88%).

M-Meeeeeeeeeee-8-eeeee [88, M8 = M; M8 = (MM8)8Me]; Meeeeee Meeeeeeee:[‌88‌]

M eeeee eeee (8.88 M) eee eeeeeeee ee eeeeee MMM (8.8 eM) ee e eeeeeee ee Me(MMe)8 (8.8 ee, 8.88 eeee) eee Meeeeeee 8 (8.8 ee, 8.88 eeee). Mee eeeeeeeee eeeeee eeee eee eeeeeee ee ee eee 8 eee eeeeee eee. Mee eeeee eeee ee Me(MMe)8 eee 8 [8.8 µM, 8.88 µeee ee Me(MMe)8 eee 8] eee eeeee ee e 8-eM eeee eeeeeeeeee 8-eeeeeeeeeeee (8.888 e, 8.88 eeee) eee e-MeMMe (8.888 e, 8.88 eeee) ee MMM (8.8 eM). Meeeeeeeee (8.888 e, 8.88 eeee) eee eeee eeeee ee eeeeeee. Mee eeee eee eeeeee eeee e eee eeeeeeeeee e MMMM eeeeee eee eee eeeeeee eee eeeeeee ee 888 °M eeeee eee 8-eeeeeeeeeeee eee eeee eeeeeeee, ee eeeeeeeeee ee MM. Mee eeeeeeee eeeeeee eee eeeeeeee eeeeeeee eeee eeeeee eee, eee eee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee ee eeee e eeeeee eeeee; eeeee: 888.8 ee (88%).

References


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