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• W2313777765 endingPage "6071" @default.
• W2313777765 startingPage "6061" @default.
• W2313777765 abstract "A new technique for the ex situ generation of carbon monoxide (CO) and its efficient incorporation in palladium catalyzed carbonylation reactions was achieved using a simple sealed two-chamber system. The ex situ generation of CO was derived by a palladium catalyzed decarbonylation of tertiary acid chlorides using a catalyst originating from Pd(dba)2 and P(tBu)3. Preliminary studies using pivaloyl chloride as the CO-precursor provided an alternative approach for the aminocarbonylation of 2-pyridyl tosylate derivatives using only 1.5 equiv of CO. Further design of the acid chloride CO-precursor led to the development of a new solid, stable, and easy to handle source of CO for chemical transformations. The synthesis of this CO-precursor also provided an entry point for the late installment of an isotopically carbon-labeled acid chloride for the subsequent release of gaseous [13C]CO. In combination with studies aimed toward application of CO as the limiting reagent, this method provided highly efficient palladium catalyzed aminocarbonylations with CO-incorporations up to 96%. The ex situ generated CO and the two-chamber system were tested in the synthesis of several compounds of pharmaceutical interest and all of them were labeled as their [13C]carbonyl counterparts in good to excellent yields based on limiting CO. Finally, palladium catalyzed decarbonylation at room temperature also allowed for a successful double carbonylation. This new protocol provides a facile and clean source of gaseous CO, which is safely handled and stored. Furthermore, since the CO is generated ex situ, excellent functional group tolerance is secured in the carbonylation chamber. Finally, CO is only generated and released in minute amounts, hence, eliminating the need for specialized equipment such as CO-detectors and equipment for running high pressure reactions." @default.
• W2313777765 created "2016-06-24" @default.
• W2313777765 creator A5008149278 @default.
• W2313777765 creator A5013483818 @default.
• W2313777765 creator A5042381584 @default.
• W2313777765 creator A5044156705 @default.
• W2313777765 creator A5045340716 @default.
• W2313777765 creator A5067868222 @default.
• W2313777765 date "2011-03-29" @default.
• W2313777765 modified "2023-10-16" @default.
• W2313777765 title "<i>Ex Situ</i> Generation of Stoichiometric and Substoichiometric ¹²CO and ¹³CO and Its Efficient Incorporation in Palladium Catalyzed Aminocarbonylations" @default.
• W2313777765 cites W1589989634 @default.
• W2313777765 cites W1964398024 @default.
• W2313777765 cites W1965559454 @default.
• W2313777765 cites W1967539245 @default.
• W2313777765 cites W1968479888 @default.
• W2313777765 cites W1968975292 @default.
• W2313777765 cites W1971988714 @default.
• W2313777765 cites W1973538530 @default.
• W2313777765 cites W1974071870 @default.
• W2313777765 cites W1974202250 @default.
• W2313777765 cites W1974236803 @default.
• W2313777765 cites W1976075691 @default.
• W2313777765 cites W1976193199 @default.
• W2313777765 cites W1976736081 @default.
• W2313777765 cites W1978693111 @default.
• W2313777765 cites W1985280818 @default.
• W2313777765 cites W1987217097 @default.
• W2313777765 cites W1987566975 @default.
• W2313777765 cites W1989204022 @default.
• W2313777765 cites W1990860032 @default.
• W2313777765 cites W1993356850 @default.
• W2313777765 cites W1993722899 @default.
• W2313777765 cites W1994361895 @default.
• W2313777765 cites W1995355902 @default.
• W2313777765 cites W1996273492 @default.
• W2313777765 cites W1998342769 @default.
• W2313777765 cites W1999277587 @default.
• W2313777765 cites W2000099286 @default.
• W2313777765 cites W2000655631 @default.
• W2313777765 cites W2001449419 @default.
• W2313777765 cites W2001493420 @default.
• W2313777765 cites W2003059247 @default.
• W2313777765 cites W2004565408 @default.
• W2313777765 cites W2006225408 @default.
• W2313777765 cites W2008263542 @default.
• W2313777765 cites W2010543553 @default.
• W2313777765 cites W2010592996 @default.
• W2313777765 cites W2013707001 @default.
• W2313777765 cites W2013784863 @default.
• W2313777765 cites W2017345039 @default.
• W2313777765 cites W2019488723 @default.
• W2313777765 cites W2019646651 @default.
• W2313777765 cites W2021918596 @default.
• W2313777765 cites W2031490288 @default.
• W2313777765 cites W2032482370 @default.
• W2313777765 cites W2033459889 @default.
• W2313777765 cites W2042248252 @default.
• W2313777765 cites W2047264726 @default.
• W2313777765 cites W2053656092 @default.
• W2313777765 cites W2055659800 @default.
• W2313777765 cites W2057388627 @default.
• W2313777765 cites W2060246565 @default.
• W2313777765 cites W2061534958 @default.
• W2313777765 cites W2064683122 @default.
• W2313777765 cites W2065928907 @default.
• W2313777765 cites W2068959905 @default.
• W2313777765 cites W2069282965 @default.
• W2313777765 cites W2073118511 @default.
• W2313777765 cites W2075899003 @default.
• W2313777765 cites W2081105467 @default.
• W2313777765 cites W2081278693 @default.
• W2313777765 cites W2081634962 @default.
• W2313777765 cites W2083250113 @default.
• W2313777765 cites W2084162667 @default.
• W2313777765 cites W2090613279 @default.
• W2313777765 cites W2090913392 @default.
• W2313777765 cites W2092661135 @default.
• W2313777765 cites W2096275503 @default.
• W2313777765 cites W2103793303 @default.
• W2313777765 cites W2104214106 @default.
• W2313777765 cites W2109056364 @default.
• W2313777765 cites W2109995835 @default.
• W2313777765 cites W2112196245 @default.
• W2313777765 cites W2119995580 @default.
• W2313777765 cites W2124741779 @default.
• W2313777765 cites W2125510168 @default.
• W2313777765 cites W2125666087 @default.
• W2313777765 cites W2127298778 @default.
• W2313777765 cites W2128092047 @default.
• W2313777765 cites W2139083301 @default.
• W2313777765 cites W2144992802 @default.
• W2313777765 cites W2147032625 @default.
• W2313777765 cites W2149115397 @default.
• W2313777765 cites W2149422106 @default.
• W2313777765 cites W2166731204 @default.
• W2313777765 cites W2167863245 @default.
• W2313777765 cites W2168680972 @default.

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